(2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide → methyl 4-((2S,4R)-4-benzyl-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidin-1-yl)-4-oxobutanoate

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 4-methoxy-4-oxobutanoic acid hydrochloride and (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 125, methyl 4-((2S,4R)-4-benzyl-2-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidin-1-yl)-4-oxobutanoate (8.3 mg, 27.4%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 9.90 (s, 1H), 7.54-7.60 (m, 2H), 7.28-7.32 (m, 2H), 7.16-7.24 (m, 5H), 6.93-7.02 (m, 4H), 4.45 (m, 1H), 3.64-3.68 (m, 1H), 3.57 (s, 3H), 3.10-3.11 (m, 1H), 2.66 (m, 2H), 2.54 (m, 2H), 2.47 (m, 2H), 19.2 (m, 2H). MS (EI) for C29H29FN2O5. found 505.5 (MH+).

Provenance & Evidence