(S)-methyl 2-(3-amino-2-oxoazepan-1-yl)acetate → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(2-methoxy-2-oxoethyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

Participants

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(2-methoxy-2-oxoethyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure H using Intermediate 23 (7.0 mg, 0.012 mmol) and Intermediate 28 (5.0 mg, 0.025 mmol) to give a white solid (2.8 mg, 29% yield). Anal. Calcd. for C40H52N4O8S m/z 748.5. found: 749.5 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.28-7.08 (m, 10H), 5.53 (dd, J=6.3, 3.0 Hz, 1H), 5.03-4.95 (m, 2H), 4.65-4.55 (m, 1H), 4.25-4.15 (m, 1H), 4.08-4.01 (m, 1H), 3.72 (dd, J=15.4, 10.4 Hz, 1H), 3.67 (s, 3H), 3.64 (s, 3H), 3.35 (d, J=2.7 Hz, 1H), 3.11-3.01 (m, 1H), 2.83 (ddd, J=14.3, 6.9, 3.0 Hz, 1H), 2.80-2.62 (m, 6H), 2.34 (d, J=13.7 Hz, 1H), 2.15-2.04 (m, 1H), 2.03-1.94 (m, 1H), 1.90-1.82 (m, 1H), 1.79-1.51 (m, 13H), 1.35-1.25 (m, 2H).

Provenance & Evidence