(2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide → (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)-1-(4-oxo-4-phenylbutanoyl)pyrrolidine-2-carboxamide

Participants

Reaction Steps

Proceeding as in Example 1, but substituting 4-oxo-4-phenylbutanoic acid hydrochloride and (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 124, (2S,4R)-4-benzyl-N-(4-(4-fluorophenoxy)phenyl)-1-(4-oxo-4-phenylbutanoyl)pyrrolidine-2-carboxamide (13.1 mg, 39.7%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 9.87 (s, 1H), 7.94-7.99 (m, 2H), 7.60-7.605 (m, 2H), 7.50-7.56 (m, 3H), 7.30-7.34 (m, 2H), 7.17-7.23 (m, 5H), 6.95-7.02 (m, 4H), 4.46 (m, 1H), 3.73 (m, 1H), 3.28 (m, 4H), 3.13 (m, 1H), 2.66 (m, 3H), 1.93 (m, 2H). MS (EI) for C34H31FN2O4. found 551.6 (MH+).

Provenance & Evidence