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

Participants

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-(methoxymethyl)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide was synthesized as described in General Procedure H using Intermediate 24 (10 mg, 0.020 mmol) and Intermediate 66 (6.6 mg, 0.023 mmol) to give a white solid (7.6 mg, 53% yield). Anal. Calcd. for C43H54N4O5S m/z 738.7. found: 739.3 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.38 (2H, t, J=7.8 Hz), 7.30-7.18 (3H, m), 7.18-7.09 (8H, m), 6.91 (1H, d, J=6.4 Hz), 6.83 (1H, d, J=6.4 Hz), 5.29-5.19 (1H, m), 4.96-4.87 (1H, m), 4.76 (1H, dd, J=9.9, 6.6 Hz), 4.71-4.64 (1H, m), 3.95 (1H, dd, J=15.1, 11.9 Hz), 3.70 (1H, t, J=9.4 Hz), 3.60 (1H, dd, J=15.1, 4.6 Hz), 3.40-3.31 (4H, m), 3.22-3.12 (1H, m), 2.90-2.78 (2H, m), 2.75-2.60 (3H, m), 2.40-2.30 (2H, m), 2.06-1.92 (4H, m), 1.91-1.79 (3H, m), 1.79-1.43 (9H, m), 1.36-1.24 (2H, m).

Provenance & Evidence