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Reaction AttemptsThe UsefulChem Project
Compiled and Performed by:
Jean-Claude Bradley, Khalid Mirza, and Andrew Lang
with
Tim Bohinski, David Bulger, Alicia Merchant, Emily Messner, Marshall Moritz, Shannon Oseback, Rikesh Parikh, Mitesh Shah
Version: April 28, 2010
Licensed under a Creative Commons Attribution 2.5 License
Data is available as CC0
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PrefaceReaction Attempts First Edition
Data Source: the UsefulChem project
Introduction
Open Notebook Science (ONS) refers to the practice of making the full contents of a laboratory notebook and all associated raw data files available innear real time.[1] This represents an opportunity for everyone to benefit from work in progress in an open research group. However, in order to makeuse of the information, it must be easily discoverable. A simple strategy to increase discoverability is redundancy over multiple communicationplatforms.
In another project - the Open Notebook Science Solubility Challenge[2] - we published non-aqueous solubility data in the form of physical anddownloadable (PDF) books.[3] Although it is possible to search the solubility database using web query interfaces, exploration of a GoogleSpreadsheet, an XML feed, etc.[4], having a physical copy in the laboratory has proved to be very convenient in several instances. A similar formatfor reactions will also be useful.
The UsefulChem Project
UsefulChem started in 2005 as an organic chemistry Open Notebook Science project with a main goal of discovering new anti-malarial agents that canbe prepared by simple and cheap syntheses.[5] Most of the reactions on UsefuChem are Ugi reactions, which involve the mixing of an amine,aldehyde, carboxylic acid and isonitrile in a solvent at room temperature generally for a few hours to days.[6] The multicomponent design of the Ugireaction and the simple reaction conditions make it ideal for exploring large virtual libraries and selecting compounds of interest to make.[7]
Isolation of the Ugi products can be immensely simpler, cheaper and readily scalable if they precipitate in pure form from the reaction mixture. Tothis end, much of the research in the UsefulChem project focuses on reaction conditions that lead to this outcome.[8] This is in fact the origin of theONS Solubility Challenge discussed above.[9]
The Reaction Attempts Database
In order to look for patterns in the reaction conditions which led to Ugi product precipitation, the CombiUgiResults Google Spreadsheet was setup.[10] Reactions indexed there can be sorted by precipitation outcome, solvent, reactant, concentration, etc. and links to the laboratory notebookpages can be followed for full details. However, this sheet is designed specifically for Ugi reactions and contains columns specifically for thealdehyde, amine, carboxylic acid and isonitrile.
In order to enable the tracking of other types of reactions, the information in the CombiUgiResults sheet was reformatted into two other sheets:ReactionAttempts[11] (containing reagents and reactants) and RXIDsReactionAttempts[12] (containing reaction conditions and results, such assolvent, concentration of limiting reactant, appearance of a precipitate, yield, etc.). The two sheets are connected via the use of a common ReactionID.This format permits the representation of any type of reaction, with an unlimited number of reactants and products.[13]
By definition, any Open Notebook Science project in a work in progress. The listing of a reaction in this database only means that the researcherattempted or is in the process of attempting it. Whatever the situation, a link to the laboratory notebook page is provided, where the most recentinformation is available. The philosophy used here is that partial information is always better than no information at all. Thus a researcherinvestigating the prior use a particular reactant in a Ugi reaction might find the report that a precipitate was obtained in methanol helpful for designingtheir own reactions, even if the characterization of the precipitate is still pending. At the very least, knowing that a certain researcher has at leastattempted a similar reaction is enough information for initiating a discussion, which may lead to valuable insights.
Reaction Attempts on Chemspider
Although SMILES[14] are provided in the spreadsheets, the primary key to identify compounds is the ChemSpider ID (CSID)[15]. This allows us torender molecule images in the book automatically. In the case of the ONS Solubility Challenge book[3], use of the CSID enables a convenient way tocalculate various descriptors for displaying values in the book.
In addition, the compounds in the Reaction Attempts database are indexed on ChemSpider as two Data Sources: ReactantsAttemptedReactions andProductsAttemptedReactions[13]. In this way a substructure search for either reactants or products will identify indexed molecules. Clicking on the
Syntheses tab in the ChemSpider record for a selected molecule will then reveal a list of hyperlinks to the relevant laboratory notebook pages.
Organization of the Book
In keeping with the layout of the ONS Solubility Challenge Book, the reactants are listed in alphabetical order. Each entry displays the list of reactionswhere the reactant was used. This includes a scheme with all reactants and product as well as key metadata: the researcher, reaction type, solvent,limiting reactant concentration, observation of a precipitate, comments and a reference (links to the laboratory notebook page).
In this edition, only Ugi reactions are included. The reaction schemes are laid out in the following order: carboxylic acid, amine, aldehyde andisonitrile. This should allow for easy comparison between schemes within a given record. Reactions where the Ugi product was isolated andcharacterized are marked with a green check and the percent yield is noted. Since the Ugi products do not have simple common names, they are notincluded as separate entries. However, all reactions where the synthesis of a specific Ugi product was attempted can be found by looking up theentries for any of the four reactants.
Although this compilation is not exhaustive, it does cover the vast majority of reactions in the UsefulChem project to date. Future editions will includeother reactions from UsefulChem and other sources.
Archive
This edition is linked to the UsefulChem interactive data archive (ZIP)[16], (DVD)[17], ReactionAttempts (XLS)[18] andRXIDsReactionAttempts(XLS)[19] taken on 2010-04-27.
References
1. Open Notebook Science Wikipedia Entry http://en.wikipedia.org/wiki/Open_Notebook_Science2. Open Notebook Science Solubility Challenge Wiki http://onschallenge.wikispaces.com3. Bradley, J.-C. First Edition of ONS Solubility Challenge Book UsefulChem Blog (2009)
2
http://en.wikipedia.org/wiki/Open_Notebook_Sciencehttp://onschallenge.wikispaces.com/http://onschallenge.wikispaces.com/http://en.wikipedia.org/wiki/Open_Notebook_Science8/9/2019 Reaction Attempts Edition1 (2010-04-27)
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http://usefulchem.blogspot.com/2009/12/first-edition-of-ons-solubility.htm l4. Open Notebook Science Solubility Challenge List of Experiments page http://onschallenge.wikispaces.com/list+of+experiments5. UsefulChem Wiki http://usefulchem.wikispaces.com6. Ugi Reaction Wikipedia Entry http://en.wikipedia.org/wiki/Ugi_reaction7. Dmling, A., & Ugi, I. (2000). Multicomponent Reactions with Isocyanides. Angewandte Chemie International English Edition, 39(18), 3168-3210.doi: 10.1002/1521-3773(20000915)39:183.0.CO;2-U.8. UsefulChem List of Experiments http://usefulchem.wikispaces.com/All+Reactions9. Bradley, J.-C. Open Notebook Science Challenge UsefulChem Blog (2008)http://usefulchem.blogspot.com/2008/09/open-notebook-science-challenge.html10. CombiUgiResults Google Spreadsheet http://spreadsheets.google.com/ccc?key=plwwufp30hfpUERhse9y5Kw11. ReactionAttempts Google Spreadsheethttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdG9NejNLcDNUMkVBVURGM01TR0NxdXc12. RXIDsReactionAttempts Google Spreadsheethttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdGVENVFMWjdzaGd2REJTTnA4RG5vblE13. Bradley, J.-C. Reaction Attempts on ChemSpider UsefulChem Blog (2010)http://usefulchem.blogspot.com/2010/03/reaction-attempts-on-chemspider.html14. SMILES Wikipedia Entry http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specification15. ChemSpider Web Site http://www.chemspider.com/16. UC archive Drexel server (ZIP) http://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27.zip17. UC archive on lulu.com (DVD) http://www.lulu.com/product/dvd/usefulchem-archive/1079184718. Bradley, J.-C.; Lang, A.. Reaction Attempts Reactants and Products. UsefulChem. 2010-04-27.URL:http://spreadsheets.google.com/pub?key=toMz3Kp3T2EAUDF3MSGCquw&output=xls. Accessed: 2010-04-27.(Archived by WebCite at http://www.webcitation.org/5pIsFEbT9)19. Bradley, J.-C.; Lang, A.. Reaction Attempts RXIDs. UsefulChem. 2010-04-27.URL:http://spreadsheets.google.com/pub?key=teD5QLZ7shgvDBSNp8DnonQ&output=xls. Accessed: 2010-04-27.(Archived by WebCite at http://www.webcitation.org/5pIs2eh62)
Reactions
1-aminocyclohexane-1-carboxylic acid
Reaction ID UCEXP233-1
Researcher David Bulger
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.921 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp233
+ + +
1-aminocyclohexane-1-carboxylic acid
benzylamine 3,5-dimethoxybenzaldehyde t-butyl isocyanide 24534439
Reaction ID UCEXP233-2
Researcher David Bulger
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.92 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp233
+ + +
1-aminocyclohexane-1-carboxylic acid
benzylamine 3,5-dimethoxybenzaldehyde cyclohexylisocyanide 24534440
Reaction ID UCEXP233-7
Researcher David Bulger
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.02 M
Precipitate No
Comments -
3
http://usefulchem.blogspot.com/2009/12/first-edition-of-ons-solubility.htmlhttp://onschallenge.wikispaces.com/list+of+experimentshttp://onschallenge.wikispaces.com/list+of+experimentshttp://usefulchem.wikispaces.com/http://en.wikipedia.org/wiki/Ugi_reactionhttp://en.wikipedia.org/wiki/Ugi_reactionhttp://usefulchem.wikispaces.com/All+Reactionshttp://usefulchem.blogspot.com/2008/09/open-notebook-science-challenge.htmlhttp://spreadsheets.google.com/ccc?key=plwwufp30hfpUERhse9y5Kwhttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdG9NejNLcDNUMkVBVURGM01TR0NxdXchttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdGVENVFMWjdzaGd2REJTTnA4RG5vblEhttp://usefulchem.blogspot.com/2010/03/reaction-attempts-on-chemspider.htmlhttp://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specificationhttp://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specificationhttp://www.chemspider.com/http://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27.ziphttp://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27.ziphttp://www.lulu.com/product/dvd/usefulchem-archive/10791847http://spreadsheets.google.com/pub?key=toMz3Kp3T2EAUDF3MSGCquw&output=xlshttp://www.webcitation.org/5pIsFEbT9http://spreadsheets.google.com/pub?key=toMz3Kp3T2EAUDF3MSGCquw&output=xlshttp://www.webcitation.org/5pIsFEbT9http://spreadsheets.google.com/pub?key=teD5QLZ7shgvDBSNp8DnonQ&output=xlshttp://spreadsheets.google.com/pub?key=teD5QLZ7shgvDBSNp8DnonQ&output=xlshttp://www.webcitation.org/5pIs2eh62http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp233http://www.webcitation.org/5pIs2eh62http://spreadsheets.google.com/pub?key=teD5QLZ7shgvDBSNp8DnonQ&output=xlshttp://www.webcitation.org/5pIsFEbT9http://spreadsheets.google.com/pub?key=toMz3Kp3T2EAUDF3MSGCquw&output=xlshttp://www.lulu.com/product/dvd/usefulchem-archive/10791847http://showme.physics.drexel.edu/usefulchem/archives/usefulchem2010-04-27.ziphttp://www.chemspider.com/http://en.wikipedia.org/wiki/Simplified_molecular_input_line_entry_specificationhttp://usefulchem.blogspot.com/2010/03/reaction-attempts-on-chemspider.htmlhttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdGVENVFMWjdzaGd2REJTTnA4RG5vblEhttp://spreadsheets.google.com/ccc?key=0Ak1R8T6wt4YQdG9NejNLcDNUMkVBVURGM01TR0NxdXchttp://spreadsheets.google.com/ccc?key=plwwufp30hfpUERhse9y5Kwhttp://usefulchem.blogspot.com/2008/09/open-notebook-science-challenge.htmlhttp://usefulchem.wikispaces.com/All+Reactionshttp://en.wikipedia.org/wiki/Ugi_reactionhttp://usefulchem.wikispaces.com/http://onschallenge.wikispaces.com/list+of+experimentshttp://usefulchem.blogspot.com/2009/12/first-edition-of-ons-solubility.html8/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reference http://usefulchem.wikispaces.com/Exp233
+ + +
1-aminocyclohexane-1-carboxylic acid benzylamine 3,5-dimethoxybenzaldehyde t-butyl isocyanide 24534439
Reaction ID UCEXP233-8
Researcher David Bulger
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.018 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp233
+ + +
1-aminocyclohexane-1-carboxylic acid
benzylamine 3,5-dimethoxybenzaldehyde cyclohexylisocyanide 24534440
1-heptylamine
Reaction ID UCEXP131-4
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.612 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-heptylamine o-vanillin benzyl isocyanide 21106061
Reaction ID UCEXP131-8
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.618 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-heptylamine o-vanillin n-butyl isocyanide 21106065
Reaction ID UCEXP131-9
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
4
http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp233http://usefulchem.wikispaces.com/Exp2338/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Limiting Reactant 0.61 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-heptylamine o-vanillin 1-pentyl isocyanide 21106066
Reaction ID UCEXP148A-V1B153
Researcher Khalid Mirza/ Emily Messner
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.398 M
Precipitate Yes but the aldehyde alone is not soluble in methanol
Yield 50.1 %
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp148
+ + +
crotonic acid 1-heptylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 21106058
Reaction ID UCEXP180
Researcher Shannon Oseback
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.403 M
Precipitate no and aldehyde alone not solube
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp180
+ + +
acetic acid 1-heptylamine phenanthrene-9-carboxaldehyde n-butyl isocyanide 21105834
Reaction ID UCEXP182Researcher Emily Messner
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.398 M
Precipitate Reactants Insoluble
Comments -
Reference http://usefulchem.wikispaces.com/Exp182
+ + +
furoic acid 1-heptylamine phenanthrene-9-carboxaldehyde n-butyl isocyanide 21168529
Reaction ID UCEXP215A
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.661 M
5
http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp148http://usefulchem.wikispaces.com/Exp180http://usefulchem.wikispaces.com/Exp182http://usefulchem.wikispaces.com/Exp182http://usefulchem.wikispaces.com/Exp180http://usefulchem.wikispaces.com/Exp148http://usefulchem.wikispaces.com/Exp1318/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp215
+ + +
crotonic acid 1-heptylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 21106058
Reaction ID UCEXP231-8
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.833 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp231
+ + +
glycolic acid 1-heptylamine 2-methoxy-1-naphthaldehyde tosylmethyl isocyanide 24528188
Reaction ID UCExp236-15
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.614 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp236
+ + +
3,3'-dichloropivalic acid 1-heptylamine 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 24528288
Reaction ID UCExp238-08
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.74 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-heptylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528310
Reaction ID UCExp238-20
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.775 M
Precipitate No
Comments -
6
http://usefulchem.wikispaces.com/Exp215http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp2158/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-heptylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 21106058
Reaction ID UCExp238-32
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.572 M
Precipitate Yes
Product Awaiting Characterization
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 1-heptylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528332
Reaction ID UCExp238-44
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.6 M
Precipitate Yes
Product Awaiting Characterization
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 1-heptylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 24528344
Reaction ID UCExp241-44
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.72 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acid1-heptylamine 4-(trifluoromethyl)benzaldehyde n-butyl isocyanide 24528377
Reaction ID UCExp241-47
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.715 M
7
http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp2388/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acid1-heptylamine 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 24528380
1-hexylamine
Reaction ID UCEXP130-2
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.728 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp130
+ + +
formic acid 1-hexylamine 2-naphthaldehyde 1-pentyl isocyanide 21106078
Reaction ID UCEXP131-6
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.625 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-hexylamine o-vanillin n-butyl isocyanide 21106063
Reaction ID UCEXP131-7
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.617 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-hexylamine o-vanillin 1-pentyl isocyanide 21106064
Reaction ID UCEXP181-064V2
Researcher Khalid Mirza
8
http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp130http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp130http://usefulchem.wikispaces.com/Exp2418/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.221 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
3-methylbut-2-enoic acid 1-hexylamine 3,4-dihydroxybenzaldehyde tosylmethyl isocyanide 24528103
Reaction ID UCEXP181-078V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.219 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
1-pyrenebutyric acid 1-hexylamine 2-hydroxybenzaldehyde t -butyl isocyanide 24528114
Reaction ID UCEXP181-109V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.22 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
4-hydroxybenzoic acid 1-hexylamine 3-methoxybenzaldehyde tosylmethyl isocyanide 24528139
Reaction ID UCEXP229-2
Researcher David Bulger
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.667 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp229
+ + +
Boc-Trp-OH 1-hexylamine benzaldehyde n-butyl isocyanide 24528183
Reaction ID UCExp236-07
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
9
http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp229http://usefulchem.wikispaces.com/Exp229http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp1818/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Limiting Reactant 0.614 M
Precipitate Yes
Yield - %
Comments -
Reference http://usefulchem.wikispaces.com/Exp236
+ + +
3,3'-dichloropivalic acid 1-hexylamine 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 24528280
Reaction ID UCExp236-28
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.631 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp236
+ + +
methacrylic acid 1-hexylamine 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 24528301
Reaction ID UCExp238-09
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.794 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-hexylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528311
Reaction ID UCExp238-21
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.831 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-hexylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 24528321
Reaction ID UCExp238-33
Researcher Khalid Mirza
10
http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp2368/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction Type Ugi
Solvent THF
Limiting Reactant 1.616 M
Precipitate Yes
Product Awaiting Characterization
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 1-hexylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528333
Reaction ID UCExp241-29
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.729 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acid1-hexylamine 4-(trifluoromethyl)benzaldehyde n-butyl isocyanide 24528366
1-octylamine
Reaction ID UCEXP131-5
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.605 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-octylamine o-vanillin benzyl isocyanide 21106062
Reaction ID UCEXP134-3
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.612 M
Precipitate No
Comments Protocol from Explan005 followedReference http://usefulchem.wikispaces.com/Exp134
+ + +
Boc-Trp-OH 1-octylamine o-vanillin n-butyl isocyanide 21106072
11
http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp2388/9/2019 Reaction Attempts Edition1 (2010-04-27)
12/581
Reaction ID UCEXP134-4
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.604 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp134
+ + +
Boc-Trp-OH 1-octylamine o-vanillin 1-pentyl isocyanide 21106073
1-pentyl isocyanide
Reaction ID UCEXP130-2Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.728 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp130
+ + +
formic acid 1-hexylamine 2-naphthaldehyde 1-pentyl isocyanide 21106078
Reaction ID UCEXP131-2
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.623 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH furfurylamine veratraldehyde 1-pentyl isocyanide 21106068
Reaction ID UCEXP131-3
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.614 M
Precipitate NoComments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
12
http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp130http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp130http://usefulchem.wikispaces.com/Exp1348/9/2019 Reaction Attempts Edition1 (2010-04-27)
13/581
Boc-Trp -OH 5- methylfurfurylamine veratraldehyde 1-pentyl isocyanide 21106069
Reaction ID UCEXP131-7
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.617 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-hexylamine o-vanillin 1-pentyl isocyanide 21106064
Reaction ID UCEXP131-9
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.61 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp131
+ + +
Boc-Trp-OH 1-heptylamine o-vanillin 1-pentyl isocyanide 21106066
Reaction ID UCEXP134-2
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.636 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp134
+ + +
Boc-Trp-OH 1-propylamine o-vanillin 1-pentyl isocyanide 21106071
Reaction ID UCEXP134-4
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.604 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp134
13
http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp131http://usefulchem.wikispaces.com/Exp1318/9/2019 Reaction Attempts Edition1 (2010-04-27)
14/581
+ + +
Boc-Trp-OH 1-octylamine o-vanillin 1-pentyl isocyanide 21106073
Reaction ID UCEXP225-3
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.888 M
Precipitate Yes
Product Pending
Comments 0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp225
+ + +
Boc-Gly-OH furfurylamine piperonal 1-pentyl isocyanide 24528159
Reaction ID UCEXP226-3
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.519 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde 1-pentyl isocyanide 24528167
Reaction ID UCEXP227-3
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.444 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal 1-pentyl isocyanide 24528175
Reaction ID UCEXP232-03Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.099 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
14
http://usefulchem.wikispaces.com/Exp225http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp2258/9/2019 Reaction Attempts Edition1 (2010-04-27)
15/581
+ + +
Boc-Gly-OH furfurylamine benzaldehyde 1-pentyl isocyanide 24528190
Reaction ID UCEXP232-08
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.083 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4- methylbenzaldehyde 1- pentyl isocyanide 24528195
Reaction ID UCEXP232-13
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.029 M
Precipitate Yes
Product Pending
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4-(trifluoromethyl)benzaldehyde 1-pentyl isocyanide 24528200
Reaction ID UCEXP232-18
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.367 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine crotonaldehyde 1-pentyl isocyanide 24528204
Reaction ID UCEXP232-23Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.008 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
15
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
16/581
+ + +
Boc-Gly-OH furfurylamine diphenylacetaldehyde 1- pentyl isocyanide 24528209
Reaction ID UCEXP232-28
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.093 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine cyclohexancarboxaldehyde 1-pentyl isocyanide 24528214
Reaction ID UCEXP232-33
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.111 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2-furaldehyde 1-pentyl isocyanide 24528219
Reaction ID UCEXP232-38
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.081 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- hydroxybenzaldehyde 1- pentyl isocyanide 24528224
Reaction ID UCEXP232-43
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.083 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
16
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
17/581
+ + +
Boc-Gly-OH furfurylamine o-tolualdehyde 1-pentyl isocyanide 24528229
Reaction ID UCEXP232-48
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.067 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4- methoxybenzaldehyde 1-pentyl isocyanide 24528234
Reaction ID UCEXP232-53
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.106 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine hexanaldehyde 1-pentyl isocyanide 24528239
Reaction ID UCEXP232-58
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.109 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine trans-2-hexenal 1-pentyl isocyanide 24528243
Reaction ID UCEXP232-63
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.07 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
17
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
18/581
+ + +
Boc-Gly-OH furfurylamine 2-phenylpropionaldehyde 1-pentyl isocyanide 24534418
Reaction ID UCEXP232-68
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.067 M
Precipitate Yes
Product Pending
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine m-anisaldehyde 1-pentyl isocyanide 24528253
Reaction ID UCEXP232-73
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.106 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- ethylbutyraldehyde 1-pentyl isocyanide 24528258
Reaction ID UCExp240-06
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.559 M
Precipitate Yes
Yield - %
Comments -
Reference http://usefulchem.wikispaces.com/Exp240
+ + +
phenylacetic acid furfurylamine phenanthrene-9-carboxaldehyde 1-pentyl isocyanide 24528347
Reaction ID UCExp240-12
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.776 M
Precipitate Yes but 48h
Comments -
Reference http://usefulchem.wikispaces.com/Exp240
18
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
19/581
+ + +
phenylacetic acid 5-methylfurfurylamine phenanthrene-9-carboxaldehyde 1-pentyl isocyanide 24528351
Reaction ID UCExp241-12
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.563 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acidmethylamine veratraldehyde 1-pentyl isocyanide 24528358
Reaction ID UCExp241-13
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.563 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acidmethylamine veratraldehyde 1-pentyl isocyanide 24528358
Reaction ID UCExp242-10
Researcher Marshall Moritz
Reaction Type Ugi
Solvent benzene
Limiting Reactant 0.424 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp242
+ + +
phenylacetic acid 5-methylfurfurylamine phenanthrene-9-carboxaldehyde 1-pentyl isocyanide 24528382
Reaction ID UCExp242-5
Researcher Marshall Moritz
Reaction Type Ugi
Solvent benzene
Limiting Reactant 0.432 M
Precipitate No
Comments -
19
http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp242http://usefulchem.wikispaces.com/Exp242http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp2418/9/2019 Reaction Attempts Edition1 (2010-04-27)
20/581
Reference http://usefulchem.wikispaces.com/Exp242
+ + +
phenylacetic acid furfurylamine phenanthrene-9-carboxaldehyde 1-pentyl isocyanide 24528386
1-propylamine
Reaction ID UCEXP134-1
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.645 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp134
+ + +
Boc-Trp-OH 1-propylamine o-vanillin n-butyl isocyanide 21106070
Reaction ID UCEXP134-2
Researcher Rikesh Parikh
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.636 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp134
+ + +
Boc-Trp-OH 1-propylamine o-vanillin 1-pentyl isocyanide 21106071
Reaction ID UCEXP167A-V1B12
Researcher Tim Bohinsky
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.403 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp167
+ + +
3,4-methylenedioxyphenylacetic
acid1-propylamine phenanthrene-9-carboxaldehyde n-butyl isocyanide 21105597
Reaction ID UCEXP174G/V2B39
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
20
http://usefulchem.wikispaces.com/Exp242http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp167http://usefulchem.wikispaces.com/Exp167http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp134http://usefulchem.wikispaces.com/Exp2428/9/2019 Reaction Attempts Edition1 (2010-04-27)
21/581
Limiting Reactant 0.222 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp174
+ + +
3,4-dihydroxyphenylaceticacid
1-propylamine 4-methylbenzaldehyde tosylmethyl isocyanide 21106199
Reaction ID UCEXP177
Researcher Shannon Oseback
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.224 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp177
+ + +
phenylacetic acid 1-propylamine phenanthrene-9-carboxaldehyde n-butyl isocyanide 21105831
Reaction ID UCEXP181-063V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
3,4-dihydroxyphenylaceticacid
1-propylamine 2-hydroxybenzaldehyde tosylmethyl isocyanide 24528102
Reaction ID UCEXP181-076V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.224 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
diphenylacetic acid 1-propylamine 3,4-dihydroxybenzaldehyde n-butyl isocyanide 24528112
Reaction ID UCExp236-13
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
21
http://usefulchem.wikispaces.com/Exp174http://usefulchem.wikispaces.com/Exp177http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp177http://usefulchem.wikispaces.com/Exp1748/9/2019 Reaction Attempts Edition1 (2010-04-27)
22/581
Limiting Reactant 0.614 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp236
+ + +
3,3'-dichloropivalic acid 1-propylamine 4-(trifluoromethyl)benzaldehyde n-butyl isocyanide 24528286
Reaction ID UCExp238-11
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.965 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-propylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528313
Reaction ID UCExp238-23
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 2.009 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 1-propylamine phenanthrene-9-carboxaldehyde t -butyl isocyanide 24528323
Reaction ID UCExp238-35
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.753 M
Precipitate Yes
Product Awaiting Characterization
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 1-propylamine phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528335
Reaction ID UCExp241-40
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.749 M
22
http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp2368/9/2019 Reaction Attempts Edition1 (2010-04-27)
23/581
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acid1-propylamine 2,4-dimethylbenzaldehyde t-butyl isocyanide 24528375
1-pyrenebutyric acid
Reaction ID UCEXP147-3V2B6
Researcher Mitesh Shah
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.662 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp+147
+ + +
1- pyrenebutyric acid methylamine 2- naphthaldehyde t- butyl isocyanide 21105841
Reaction ID UCEXP171B/V2B2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.219 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp171
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine o-vanillin t-butyl isocyanide 21106056
Reaction ID UCEXP171D/V2B4
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.219 M
Precipitate Yes
Product No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp171
+ + +
1-pyrenebutyric acid benzylamine o-vanillin t-butyl isocyanide 21105846
Reaction ID UCEXP171FV2B6
23
http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp+147http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp+147http://usefulchem.wikispaces.com/Exp2418/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate Yes but reactants initially insoluble
Yield - %
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp171
+ + +
1- pyrenebutyric acid methylamine 2- naphthaldehyde t- butyl isocyanide 21105841
Reaction ID UCEXP171KV2B11
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate Yes
Yield - %
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp171
+ + +
1-pyrenebutyric acid methylamine 4-(dimethylamino)benzaldehyde t-butyl isocyanide 21105842
Reaction ID UCEXP171LV2B-12Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.22 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp171
+ + +
1-pyrenebutyric acid methylamine phenanthrene-9-carboxaldehyde t-butyl isocyanide 21106039
Reaction ID UCEXP173B/V2B14
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.223 M
Precipitate Yes but reactants initially insoluble
Yield - %
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
1-pyrenebutyric acid methylamine 4-methylbenzaldehyde t -butyl isocyanide 21105844
24
http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp171http://usefulchem.wikispaces.com/Exp1718/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction ID UCEXP173C/V2B15
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
1-pyrenebutyric acid methylamine 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 21106044
Reaction ID UCEXP173D/V2B16
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.224 MPrecipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
1-pyrenebutyric acid methylamine 2-hydroxybenzaldehyde n-butyl isocyanide 21106048
Reaction ID UCEXP173J/V2B22Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.224 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
1-pyrenebutyric acid methylamine 3,4-dihydroxybenzaldehyde t-butyl isocyanide 21106038
Reaction ID UCEXP173P/V2B28
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
1-pyrenebutyric acid methylamine 3-methoxybenzaldehyde t -butyl isocyanide 21106050
Reaction ID UCEXP181-070V2
25
http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp1738/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.22 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
1-pyrenebutyric acid 3-chloroaniline 2-methylbenzaldehyde n-butyl isocyanide 24528530
Reaction ID UCEXP181-078V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.219 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
1-pyrenebutyric acid 1-hexylamine 2-hydroxybenzaldehyde t -butyl isocyanide 24528114
Reaction ID UCEXP181-083V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.221 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
1-pyrenebutyric acid aniline benzaldehyde n-butyl isocyanide 21106208
Reaction ID UCEXP181-087V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.222 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
1-pyrenebutyric acid methylamine 2,4-dimethylbenzaldehyde t -butyl isocyanide 21106206
Reaction ID UCEXP215C
Researcher Khalid Mirza
Reaction Type Ugi
26
http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp1818/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Solvent THF
Limiting Reactant 0.662 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp215
+ + +
1- pyrenebutyric acid methylamine 2- naphthaldehyde t- butyl isocyanide 21105841
Reaction ID UCEXP215D
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.66 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp215
+ + +
1-pyrenebutyric acid methylamine 4-(dimethylamino)benzaldehyde t-butyl isocyanide 21105842
Reaction ID UCEXP222-5
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.898 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp222
+ + +
1-pyrenebutyric acid methylamine 4-(dimethylamino)benzaldehyde t-butyl isocyanide 21105842
Reaction ID UCEXP222-6Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.898 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp222
+ + +
1-pyrenebutyric acid methylamine 4-methylbenzaldehyde t -butyl isocyanide 21105844
Reaction ID UCEXP226-1
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.523 M
27
http://usefulchem.wikispaces.com/Exp215http://usefulchem.wikispaces.com/Exp215http://usefulchem.wikispaces.com/Exp222http://usefulchem.wikispaces.com/Exp222http://usefulchem.wikispaces.com/Exp222http://usefulchem.wikispaces.com/Exp222http://usefulchem.wikispaces.com/Exp215http://usefulchem.wikispaces.com/Exp2158/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde t -butyl isocyanide 24528165
Reaction ID UCEXP226-2
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.525 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde n-butyl isocyanide 24528166
Reaction ID UCEXP226-3
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.519 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde 1-pentyl isocyanide 24528167
Reaction ID UCEXP226-4
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.52 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde cyclohexylisocyanide 24528168
Reaction ID UCEXP226-5
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.52 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
28
http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp2268/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde benzyl isocyanide 24528169
Reaction ID UCEXP226-6
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.501 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde tosylmethyl isocyanide 24528170
Reaction ID UCEXP226-7
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.516 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 900uL of a 0.55M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde2-morpholinoethyl
isocyanide24528171
Reaction ID UCEXP226-8
Researcher David Bulger
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.434 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde2-chloro-6-
methylphenylisocyanide
24528172
Reaction ID UCEXP227-1
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.261 M
Precipitate No
29
http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp2268/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal t-butyl isocyanide 24528173
Reaction ID UCEXP227-2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.453 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal n-butyl isocyanide 24528174
Reaction ID UCEXP227-3
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.444 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal 1-pentyl isocyanide 24528175
Reaction ID UCEXP227-4
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.445 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal cyclohexylisocyanide 24528176
Reaction ID UCEXP227-5
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.446 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
30
http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp2278/9/2019 Reaction Attempts Edition1 (2010-04-27)
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+ + +
1-pyrenebutyric acid furfurylamine piperonal benzyl isocyanide 24528177
Reaction ID UCEXP227-6
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.251 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1- pyrenebutyric acid furfurylamine piperonal tosylmethyl isocyanide 24528178
Reaction ID UCEXP227-7
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.439 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal2-morpholinoethyl
isocyanide24528179
Reaction ID UCEXP227-8
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.434 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal2-chloro-6-
methylphenylisocyanide
24528180
Reaction ID UCEXP228-7
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.67 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp228
31
http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp228http://usefulchem.wikispaces.com/Exp228http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp2278/9/2019 Reaction Attempts Edition1 (2010-04-27)
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+ + +
1-pyrenebutyric acid methylamine 4-methylbenzaldehyde t -butyl isocyanide 21105844
Reaction ID UCEXP231-3
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.75 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp231
+ + +
1- pyrenebutyric acid methylamine 2- naphthaldehyde t- butyl isocyanide 21105841
Reaction ID UCEXP231-7
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.667 M
Precipitate Yes
Product Pending
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp231
+ + +
1- pyrenebutyric acid furfurylamine 2- furaldehyde n- butyl isocyanide 24528187
1,1,3,3-tetramethylbutyl isocyanide
Reaction ID UCEXP232-05
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.098 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine benzaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528192
Reaction ID UCEXP232-10
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
32
http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp2318/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Limiting Reactant 1.083 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4- methylbenzaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528197
Reaction ID UCEXP232-15
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.028 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4-(trifluoromethyl)benzaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528201
Reaction ID UCEXP232-20
Researcher Khalid MirzaReaction Type Ugi
Solvent methanol
Limiting Reactant 1.366 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine crotonaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528206
Reaction ID UCEXP232-25
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.008 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine diphenylacetaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528211
33
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction ID UCEXP232-30
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.092 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine cyclohexancarboxaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528216
Reaction ID UCEXP232-35
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.11 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2-furaldehyde
1,1,3,3-
tetramethylbutylisocyanide
24528221
Reaction ID UCEXP232-40
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.081 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- hydroxybenzaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528226
Reaction ID UCEXP232-45
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.083 M
Precipitate Yes
Product Pending
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
34
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Boc-Gly-OH furfurylamine o-tolualdehyde1,1,3,3-
tetramethylbutyl
isocyanide
24528231
Reaction ID UCEXP232-50
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.066 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 4- methoxybenzaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528236
Reaction ID UCEXP232-55
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.106 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine hexanaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528241
Reaction ID UCEXP232-60Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.109 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine trans-2-hexenal1,1,3,3-
tetramethylbutylisocyanide
24528245
Reaction ID UCEXP232-65
Researcher Khalid Mirza
Reaction Type Ugi
35
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Solvent methanol
Limiting Reactant 1.069 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- phenylpropionaldehyde1,1,3,3-
tetramethylbutylisocyanide
24534420
Reaction ID UCEXP232-70
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.067 M
Precipitate No
Comments -Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine m-anisaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528255
Reaction ID UCEXP232-75
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.105 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- ethylbutyraldehyde1,1,3,3-
tetramethylbutylisocyanide
24528260
Reaction ID UCExp240-04
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.458 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp240
+ + +
phenylacetic acid furfurylamine phenanthrene-9-carboxaldehyde1,1,3,3-
tetramethylbutylisocyanide
21782583
36
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp240http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
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8/9/2019 Reaction Attempts Edition1 (2010-04-27)
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phenylacetic acid furfurylamine phenanthrene-9-carboxaldehyde1,1,3,3-
tetramethylbutyl
isocyanide
24528385
Reaction ID UCExp242-9
Researcher Marshall Moritz
Reaction Type Ugi
Solvent benzene
Limiting Reactant 0.406 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp242
+ + +
phenylacetic acid 5-methylfurfurylamine phenanthrene-9-carboxaldehyde1,1,3,3-
tetramethylbutylisocyanide
24528390
Reaction ID UCExp245-09
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.492 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
3,4-methylenedioxyphenylacetic
acidfurfurylamine piperonal
1,1,3,3-tetramethylbutyl
isocyanide24528395
Reaction ID UCExp245-10Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.683 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
3,4-methylenedioxyphenylacetic
acidfurfurylamine piperonal
1,1,3,3-tetramethylbutyl
isocyanide24528395
Reaction ID UCExp245-15
Researcher Khalid Mirza
Reaction Type Ugi
38
http://usefulchem.wikispaces.com/Exp242http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp2428/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Solvent methanol
Limiting Reactant 0.486 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
3,4-methylenedioxyphenylacetic
acid5-methylfurfurylamine piperonal
1,1,3,3-tetramethylbutyl
isocyanide24528398
Reaction ID UCExp245-16
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.673 M
Precipitate No
Comments -Reference http://usefulchem.wikispaces.com/Exp245
+ + +
3,4-methylenedioxyphenylacetic
acid5-methylfurfurylamine piperonal
1,1,3,3-tetramethylbutyl
isocyanide24528398
Reaction ID UCExp245-25
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.509 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
cbz-proline furfurylamine piperonal1,1,3,3-
tetramethylbutylisocyanide
24528403
Reaction ID UCExp245-26
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.038 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
cbz-proline furfurylamine piperonal1,1,3,3-
tetramethylbutylisocyanide
24528403
39
http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp2458/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction ID UCExp245-29
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.503 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
cbz-proline 5-methylfurfurylamine piperonal1,1,3,3-
tetramethylbutylisocyanide
24528405
Reaction ID UCExp245-30
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.013 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
cbz-proline 5-methylfurfurylamine piperonal1,1,3,3-
tetramethylbutylisocyanide
24528405
Reaction ID UCExp245-35
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.492 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
3,4-methylenedioxyphenylacetic
acidfurfurylamine piperonal
1,1,3,3-tetramethylbutyl
isocyanide24528408
Reaction ID UCExp245-36
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.683 MPrecipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp245
+ + +
40
http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp245http://usefulchem.wikispaces.com/Exp2458/9/2019 Reaction Attempts Edition1 (2010-04-27)
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3,4-methylenedioxyphenylacetic
acid
furfurylamine piperonal1,1,3,3-
tetramethylbutyl
isocyanide
24528408
2-chloro-6-methylphenyl isocyanide
Reaction ID UCEXP225-8
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.868 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 2M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp225
+ + +
Boc-Gly-OH furfurylamine piperonal2-chloro-6-
methylphenylisocyanide
24528164
Reaction ID UCEXP226-8
Researcher David Bulger
Reaction Type UgiSolvent THF
Limiting Reactant 0.434 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp226
+ + +
1-pyrenebutyric acid 5-methylfurfurylamine benzaldehyde
2-chloro-6-
methylphenylisocyanide
24528172
Reaction ID UCEXP227-8
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.434 M
Precipitate No
Comments 0.5 mmol of isocyanide was added to 500uL of a 0.5M solution of aldehyde; amine and acid
Reference http://usefulchem.wikispaces.com/Exp227
+ + +
1-pyrenebutyric acid furfurylamine piperonal2-chloro-6-
methylphenylisocyanide
24528180
41
http://usefulchem.wikispaces.com/Exp225http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp227http://usefulchem.wikispaces.com/Exp226http://usefulchem.wikispaces.com/Exp2258/9/2019 Reaction Attempts Edition1 (2010-04-27)
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2-chloroaniline
Reaction ID UCEXP173N/V2B26
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.217 M
Precipitate Reactants InsolubleComments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp173
+ + +
decanoic acid 2-chloroaniline o-vanillin tosylmethyl isocyanide 21105847
Reaction ID UCEXP181-081V2
Researcher Khalid MirzaReaction Type Ugi
Solvent methanol
Limiting Reactant 0.224 M
Precipitate Reactants Insoluble
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
3,4-dihydroxyphenylaceticacid
2-chloroaniline 2-naphthaldehyde t-butyl isocyanide 24528117
Reaction ID UCEXP181-092V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.217 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
decanoic acid 2-chloroaniline 3-methoxybenzaldehyde tosylmethyl isocyanide 24528124
Reaction ID UCEXP181-099V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.221 M
Precipitate No
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp181
+ + +
42
http://usefulchem.wikispaces.com/Exp173http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp1738/9/2019 Reaction Attempts Edition1 (2010-04-27)
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4-hydroxybenzoic acid 2-chloroaniline 4-methoxybenzaldehyde tosylmethyl isocyanide 24528130
Reaction ID UCEXP181-122V2
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.22 M
Precipitate No
Comments Protocol from Explan005 followedReference http://usefulchem.wikispaces.com/Exp181
+ + +
4-hydroxybenzoic acid 2-chloroaniline veratraldehyde tosylmethyl isocyanide 24534443
Reaction ID UCExp236-09
Researcher Khalid Mirza
Reaction Type UgiSolvent methanol
Limiting Reactant 0.614 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp236
+ + +
3,3'-dichloropivalic acid 2-chloroaniline 4-(trifluoromethyl)benzaldehyde t-butyl isocyanide 24528282
Reaction ID UCExp238-01
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.881 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 2-chloroaniline phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528303
Reaction ID UCExp238-13
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.921 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
crotonic acid 2-chloroaniline phenanthrene-9-carboxaldehyde t -butyl isocyanide 24528315
43
http://usefulchem.wikispaces.com/Exp181http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp236http://usefulchem.wikispaces.com/Exp1818/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Reaction ID UCExp238-25
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 1.686 M
Precipitate Yes
Product Awaiting Characterization
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 2-chloroaniline phenanthrene-9-carboxaldehyde cyclohexylisocyanide 24528325
Reaction ID UCExp238-37
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THFLimiting Reactant 1.718 M
Precipitate Yes but solvent evaporated
Comments -
Reference http://usefulchem.wikispaces.com/Exp238
+ + +
Boc-Gly-OH 2-chloroaniline phenanthrene-9-carboxaldehyde t -butyl isocyanide 24528337
Reaction ID UCExp241-31
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 0.743 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp241
+ + +
3,4-methylenedioxyphenylacetic
acid2-chloroaniline 4-(trifluoromethyl)benzaldehyde n-butyl isocyanide 24528368
2-ethylbutyraldehyde
Reaction ID UCEXP232-71
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.106 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
44
http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp241http://usefulchem.wikispaces.com/Exp238http://usefulchem.wikispaces.com/Exp2388/9/2019 Reaction Attempts Edition1 (2010-04-27)
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Boc-Gly-OH furfurylamine 2-ethylbutyraldehyde t-butyl isocyanide 24528256
Reaction ID UCEXP232-72
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.105 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2-ethylbutyraldehyde n-butyl isocyanide 24528257
Reaction ID UCEXP232-73
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.106 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- ethylbutyraldehyde 1-pentyl isocyanide 24528258
Reaction ID UCEXP232-74
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.105 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2- ethylbutyraldehyde cyclohexylisocyanide 24528259
Reaction ID UCEXP232-75
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.105 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
45
http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2328/9/2019 Reaction Attempts Edition1 (2010-04-27)
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+ + +
Boc-Gly-OH furfurylamine 2- ethylbutyraldehyde1,1,3,3-
tetramethylbutyl
isocyanide
24528260
2-furaldehyde
Reaction ID UCEXP231-7
Researcher Khalid Mirza
Reaction Type Ugi
Solvent THF
Limiting Reactant 0.667 M
Precipitate Yes
Product Pending
Comments Protocol from Explan005 followed
Reference http://usefulchem.wikispaces.com/Exp231
+ + +
1- pyrenebutyric acid furfurylamine 2- furaldehyde n- butyl isocyanide 24528187
Reaction ID UCEXP232-31
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.11 M
Precipitate Yes
Product Pending
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2-furaldehyde t-butyl isocyanide 24528217
Reaction ID UCEXP232-32
Researcher Khalid Mirza
Reaction Type Ugi
Solvent methanol
Limiting Reactant 1.11 M
Precipitate No
Comments -
Reference http://usefulchem.wikispaces.com/Exp232
+ + +
Boc-Gly-OH furfurylamine 2-furaldehyde n-butyl isocyanide 24528218
Reaction ID UCEXP232-33
Researcher Khalid Mirza
Reaction Type Ugi
46
http://usefulchem.wikispaces.com/Exp231http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp232http://usefulchem.wikispaces.com/Exp2318/9/201