(4S,7R,10aS)-4-Amino-7-methylhexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one → (2R,5R)-2,5-Dibenzyl-N1-((4S,7R,10aS)-7-methyl-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-o-tolylazepan-3-yl)hexanediamide

Participants

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1-((4S,7R,10aS)-7-methyl-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-o-tolylazepan-3-yl)hexanediamide was synthesized as described in General Procedure H using Intermediate 71 (17 mg, 0.031 mmol) and Intermediate 72 (7.5 mg, 0.035 mmol) to give a white solid (18 mg, 69% yield). Anal. Calcd. for C43H54N4O4S m/z 722.7. found: 723.5 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.37-6.88 (m, 14H), 5.28 (d, J=5.2 Hz, 1H), 4.99-4.85 (m, 1H), 4.83-4.70 (m, 1H), 4.66-4.56 (m, 1H), 4.09-3.83 (m, 2H), 3.53 (d, J=14.5 Hz, 1H), 3.31 (dd, J=15.0, 5.0 Hz, 1H), 3.15-2.93 (m, 4H), 2.90-2.64 (m, 4H), 2.63-2.49 (m, 2H), 2.48-2.30 (m, 3H), 2.19 and 2.13 (s, 3H), 2.09-1.43 (m, 11H), 1.32 (d, J=6.9 Hz, 3H), 1.44-1.16 (m, 2H).

Provenance & Evidence