(4S,8R,10aS)-4-Amino-8-(trifluoromethyl)hexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one → (2R,5R)-2,5-Dibenzyl-N1-((S)-2-oxo-1-phenylazepan-3-yl)-N6-((4S,8R,10aS)-5-oxo-8-(trifluoromethyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide

Participants

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1-((S)-2-oxo-1-phenylazepan-3-yl)-N6-((4S,8R,10aS)-5-oxo-8-(trifluoromethyl)octahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide was synthesized as described in General Procedure H using Intermediate 24 (15 mg, 0.029 mmol) and Intermediate 61 (9.4 mg, 0.035 mmol) to give a white solid (14 mg, 63% yield). Anal. Calcd. for C42H49F3N4O4S m/z 762.4. found: 763.3 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.45-7.02 (m, 15H), 5.24 (t, 1H), 5.02-4.90 (m, 1H), 4.79 (dd, J=9.4, 7.0 Hz, 1H), 4.48 (dd, J=13.3, 4.4 Hz, 1H), 3.94 (dd, J=16.1, 12.3 Hz, 1H), 3.60 (d, J=15.1 Hz, 1H), 3.11-3.00 (m, 1H), 2.93-2.68 (m, 5H), 2.52 (ddd, J=14.4, 6.0, 2.9 Hz, 1H), 2.48-2.21 (m, 4H), 2.17-1.46 (m, 13H), 1.42-1.09 (m, 4H).

Provenance & Evidence