(4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate → (4S,7S,10aS)-Methyl 4-((2R,5S)-2-(4-fluorobenzyl)-5-((S)-1-(2-methoxyphenyl)-2-oxoazepan-3-ylcarbamoyl)octanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

Participants

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5S)-2-(4-fluorobenzyl)-5-((S)-1-(2-methoxyphenyl)-2-oxoazepan-3-ylcarbamoyl)octanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure H using Intermediate 76 (10 mg, 0.020 mmol) and (4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate (5.5 mg, 0.021 mmol) to give a white solid (10 mg, 70% yield). Anal. Calcd. for C40H53FN4O7S m/z 752.7. found: 753.3 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.53-7.43 (1H, m), 7.31 (1H, t, J=8.0 Hz), 7.28-7.18 (1H, m), 7.14-7.04 (3H, m), 7.01-6.95 (2H, m), 6.88 (2H, t, J=8.8 Hz), 5.35-5.27 (1H, m), 5.15-5.09 (1H, m), 5.04-4.95 (1H, m), 4.94-4.85 (1H, m), 4.05-3.90 (1H, m), 3.82 (3H, s), 3.69 (3H, s), 3.53-3.36 (1H, m), 3.22-3.06 (1H, m), 2.86-2.65 (3H, m), 2.45-2.32 (2H, m), 2.25-2.14 (1H, m), 2.12-1.87 (5H, m), 1.87-1.30 (14H, m), 1.30-1.20 (2H, m), 0.87 (3H, t, J=7.1 Hz).

Provenance & Evidence