(S,Z)-3-Amino-1-phenyl-3,4-dihydro-1H-azepin-2(7H)-one trifluoroacetate → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S,Z)-2-oxo-1-phenyl-2,3,4,7-tetrahydro-1H-azepin-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,Z)-2-oxo-1-phenyl-2,3,4,7-tetrahydro-1H-azepin-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 (30 mg, 0.053 mmol) and Intermediate 52 (20 mg, 0.064 mmol) to give a white solid (26 mg, 65% yield). Anal. Calcd. for C43H50N4O6S m/z 750.4. found: 751.4 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.86 (dd, J=36.0, 7.3 Hz, 2H), 7.34 (t, J=7.8 Hz, 2H), 7.26-7.06 (m, 11H), 6.02-5.84 (m, 1H), 5.79-5.66 (m, 1H), 5.65-5.56 (m, 1H), 5.28-5.12 (m, 1H), 5.01 (d, J=4.4 Hz, 2H), 4.82 (d, J=17.7 Hz, 1H), 3.78 (dd, J=17.8, 7.9 Hz, 1H), 3.17-2.93 (m, 2H), 2.93-2.36 (m, 11H), 2.25-2.04 (m, 2H), 2.04-1.87 (m, 2H), 1.87-1.73 (m, 1H), 1.72-1.38 (m, 7H), 1.32 (d, J=6.2 Hz, 2H).

Provenance & Evidence