(3S)-3-Aminohexahydro-1-(2-phenylethyl)-2H-azepin-2-one → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S)-2-oxo-1-phenethylazepan-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-phenethylazepan-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 (7.0 mg, 0.012 mmol) and (S)-3-amino-1-phenethylazepan-2-one (2.9 mg, 0.012 mmol) to give a white solid (2.0 mg, 20% yield). Anal. Calcd. for C45H56N4O6S m/z 780.7. found: 781.7 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.31-7.27 (m, 2H), 7.24-7.19 (m, 6H), 7.18-7.10 (m, 7H), 6.91 (d, J=6.60 Hz, 1H), 6.86 (d, J=6.60 Hz, 1H), 5.32 (t, J=4.95 Hz, 1H), 5.19-5.09 (m, 1H), 5.04-4.92 (m, 1H), 4.50 (dd, J=9.89, 6.60 Hz, 1H), 3.73-3.69 (m, 1H), 3.68 (s, 3H), 3.53-3.39 (m, 2H), 3.24-3.03 (m, 2H), 2.86-2.77 (m, 5H), 2.76-2.67 (m, 2H), 2.43-2.32 (m, 3H), 2.06-1.97 (m, 2H), 1.91-1.83 (m, 2H), 1.79-1.47 (m, 13H).

Provenance & Evidence