(S)-3-Amino-1-(2-chlorobenzyl)azepan-2-one hydrochloride → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(2-chlorobenzyl)-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-chlorobenzyl)-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 48 (3.6 mg, 0.012 mmol) to give a white solid (7.0 mg, 69% yield). Anal. Calcd. for C44H53ClN4O6S m/z 800.4. found: 801.4 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.39-7.32 (m, 1H), 7.25-7.17 (m, 7H), 7.18-7.11 (m, 6H), 6.92 (t, J=7.70 Hz, 2H), 5.32 (t, J=4.67 Hz, 1H), 5.17-5.10 (m, 1H), 4.97 (t, J=6.87 Hz, 1H), 4.81 (d, J=15.40 Hz, 1H), 4.68-4.63 (m, 1H), 4.63-4.57 (m, 1H), 3.68 (s, 3H), 3.50 (dd, J=15.40, 11.55 Hz, 1H), 3.29-3.11 (m, 2H), 2.92-2.75 (m, 3H), 2.75-2.66 (m, 2H), 2.46-2.30 (m, 3H), 2.03-1.99 (m, 2H), 1.89-1.79 (m, 2H), 1.77-1.45 (m, 13H).

Provenance & Evidence