(4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate → (2R,5R)-2,5-Dibenzyl-6-((4S,7S,10aS)-7-(methoxycarbonyl)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylamino)-6-oxohexanoic acid

Participants

Reaction Steps

(2R,5R)-2,5-Dibenzyl-6-((4S,7S,10aS)-7-(methoxycarbonyl)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylamino)-6-oxohexanoic acid was synthesized as described in General Procedure G using (2R,5R)-2,5-dibenzylhexanedioic acid (200 mg, 0.613 mmol) and (4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate (249 mg, 0.643 mmol) to give a white solid (278 mg, 80% yield). 1H NMR (400 MHz, CDCl3) δ ppm 7.31-7.09 (10H, m), 6.88 (1H, d, J=6.6 Hz), 5.30 (1H, t, J=4.7 Hz), 5.17-5.11 (1H, m), 5.07-4.98 (1H, m), 3.68 (3H, s), 3.22-3.11 (1H, m), 3.02-2.92 (1H, m), 2.90-2.81 (1H, m), 2.80-2.63 (4H, m), 2.46-2.37 (2H, m), 2.06-1.96 (2H, m), 1.86-1.75 (2H, m), 1.72-1.47 (7H, m).

Provenance & Evidence