(S)-3-Amino-1-(pyridin-3-yl)azepan-2-one trifluoroacetate → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S)-2-oxo-1-(pyridin-3-yl)azepan-3-ylamino)hexanamido)-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-oxo-6-((S)-2-oxo-1-(pyridin-3-yl)azepan-3-ylamino)hexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure H using Intermediate 23 (34 mg, 0.061 mmol) and Intermediate 67 (24 mg, 0.055 mmol) to give a white solid (17 mg, 35% yield). Anal. Calcd. for C42H51N5O6S m/z 753.7. found: 754.3 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 10.68 (s, 1H), 8.90 (d, J=1.9 Hz, 1H), 8.68 (d, J=5.4 Hz, 1H), 8.20 (d, J=8.5 Hz, 1H), 7.82 (dd, J=8.4, 5.5 Hz, 1H), 7.28-7.08 (m, 9H), 7.02 (d, J=6.9 Hz, 1H), 5.31 (t, J=4.5 Hz, 1H), 5.21-5.04 (m, 1H), 5.03-4.93 (m, 1H), 4.92-4.79 (m, 1H), 4.08 (dd, J=15.6, 11.6 Hz, 1H), 3.83-3.71 (m, 1H), 3.68 (s, 3H), 3.22-3.04 (m, 1H), 2.91-2.68 (m, 5H), 2.55-2.33 (m, 3H), 2.16-1.90 (m, 4H), 1.91-1.43 (m, 13H), 1.41-1.21 (m, 1H).

Provenance & Evidence