Total Synthesis of 4,8-Didesmethyl Telithromycin
Andrade, Rodrigo, ACS Med. Chem. Lett. 2012, 3, 1013
Kristen DeMeesterMay 6, 2014
Rodrigo AndradeB.A. 1996 Johns Hopkins
Ph.D. 2001 Massachusetts Institute of TechnologyAdvisor Peter Seeberger
NIH Postdoc Fellow 2003-2005 University of Texas, AustinAdvisor Stephen F. Martin
Assistant Professor of Chemistry, Temple University
https://chem.cst.temple.edu/~randrade/Andrade%20Lab/Home.html
Forward Synthesis Continued
ACS Med. Chem. Lett. 2012, 3, 1013
Nozaki-Hiyama-Kishi
Dess-Martin
Amidation/Intramolecular Aza-Michael
Corey Kim Oxidation
Biochemical Results• Third-generation ketolide antibiotic
• Less potent than Telithromycin
• 8 times more active than 4, 8, 10-Tridesmethyl Telithromycin
• 2 times more active than 4, 10 Didesmethyl Telithromycin
ACS Med. Chem. Lett. 2012, 3, 1013