3-(Dimethylamino)propanoic acid hydrochloride → (S)-3-(benzyloxy)-N-(4-(4-chlorophenoxy)phenyl)-2-(3-(dimethylamino)propanamido)propanamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 3-dimethylaminopropionic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-chlorophenoxy)phenyl)propanamide, gave Compound 209, (S)-3-(benzyloxy)-N-(4-(4-chlorophenoxy)phenyl)-2-(3-(dimethylamino)propanamido)propanamide (6 mg, 10%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 10.15 (br s, 1H), 8.48-8.47 (d, 1H), 7.65-7.61 (d, 2H), 7.42-7.39 (d, 2H), 7.43-7.39 (m, 2H), 7.32-7.26 (m, 5H), 7.06-6.96 (m, 4H), 4.72-4.67 (m, 1H), 4.52 (s, 2H), 3.65-3.64 (d, 2H), 2.47-2.43 (m, 2H), 2.33-2.30 (m, 2H), 2.12 (s, 6H). MS (EI) for C27H30ClN3O4. found 496.0 (MH+).

Provenance & Evidence