SUPPORTING INFORMATION

Solution-Phase Synthesis of Pyrrole-Imidazole Polyamides

David M. Chenoweth, Daniel A. Harki, and Peter B. Dervan* Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125

Table of Contents for Supporting NMR Spectra

Compound Page 1H NMR of HCl•H2N-Py-CO2Me (10) S2 13C NMR of HCl•H2N-Py-CO2Me (10) S3 1H NMR of BocHN-PyPy-CO2Me (11) S4 13C NMR of BocHN-PyPy-CO2Me (11) S5 1H NMR of HCl•H2N-PyPy-CO2Me (12) S6 13C NMR of HCl•H2N-PyPy-CO2Me (12) S7 1H NMR of BocHN-PyPyPy-CO2Me (13) S8 13C NMR of BocHN-PyPyPy-CO2Me (13) S9 1H NMR of HCl•H2N-PyPyPy-CO2Me (4) S10 13C NMR of HCl•H2N-PyPyPy-CO2Me (4) S11 1H NMR of ImPyPyPy-CO2Me (14) S12 13C NMR of ImPyPyPy-CO2Me (14) S13 1H NMR of ImPyPyPy-CO2H (3) S14 13C NMR of ImPyPyPy-CO2H (3) S15 1H NMR of BocHN-(R) -CbzHN -Im-CO2Et (15) S16 13C NMR of BocHN-(R) -CbzHN -Im-CO2Et (15) S17 1H NMR of HCl•H2N-(R) -CbzHN -Im-CO2Et (5) S18 13C NMR of HCl•H2N-(R) -CbzHN -Im-CO2Et (5) S19 1H NMR of ImPyPyPy-(R) -CbzHN -Im-CO2Et (16) S20 13C NMR of ImPyPyPy-(R) -CbzHN -Im-CO2Et (16) S21 1H NMR of ImPyPyPy-(R) -CbzHN -Im-CO2H (17) S22 13C NMR of ImPyPyPy-(R) -CbzHN -Im-CO2H (17) S23 1H NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-CO2Me (2) S24 13C NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-CO2Me (2) S25 1H NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-CO2H (22) S26 13C NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-CO2H (22) S27 1H NMR of BocHN-(+)-BnOIPA (20) S28 13C NMR of BocHN-(+)-BnOIPA (20) S29 1H NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-(+)-BnOIPA (23) S30 13C NMR of ImPyPyPy-(R) -CbzHN -ImPyPyPy-(+)-BnOIPA (23) S31 1H NMR of ImPyPyPy-(R) -H2N -ImPyPyPy-(+)-IPA (1) S32 13C NMR of ImPyPyPy-(R) -H2N -ImPyPyPy-(+)-IPA (1) S33

S1

NH2•HCl

NMeO2C

S2

NH2•HCl

NMeO2C

S3

NHBoc

NO

HN

NMeO2C

S4

NHBoc

NO

HN

NMeO2C

S5

NH2•HCl

NO

HN

NMeO2C

S6

NH2•HCl

NO

HN

NMeO2C

S7

NHBoc

NO

HN

NO

HN

NMeO2C

S8

NHBoc

NO

HN

NO

HN

NMeO2C

S9

NH2•HCl

NO

HN

NO

HN

NMeO2C

S10

NH2•HCl

NO

HN

NO

HN

NMeO2C

S11

MeO2C

N

NO

HN

NO

HN

NO

HN

N

S12

MeO2C

N

NO

HN

NO

HN

NO

HN

N

S13

HO2C

N

NO

HN

NO

HN

NO

HN

N

S14

HO2C

N

NO

HN

NO

HN

NO

HN

N

S15

N

NEtO2C

HN

O

NHBocNHCbz

S16

N

NEtO2C

HN

O

NHBocNHCbz

S17

N

NEtO2C

HN

O

NH2•HClNHCbz

S18

N

NEtO2C

HN

O

NH2•HClNHCbz

S19

N

NEtO2C

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NHCbz

S20

N

NEtO2C

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NHCbz

S21

N

NHO2C

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NHCbz

S22

N

NHO2C

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NHCbz

S23

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

MeO2C

NHCbz

S24

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

MeO2C

NHCbz

S25

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

HO2C

NHCbz

S26

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

HO2C

NHCbz

S27

BocHN N NH

O

OBn

O

S28

BocHN N NH

O

OBn

O

S29

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

HN

O

NHCbz

N

HN

O

O OBn

S30

dmso

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

HN

O

NHCbz

N

HN

O

O OBn

S31

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NH3

O

HNHN

HN

O

O O

CF3CO2H salt

S32

N

NO

HN

NO

HN

NO

HN

N

HN

O

NH

O

N

NO

NH

NO

NH

NO

NH

N

NH3

O

HNHN

HN

O

O O

CF3CO2H salt

S33