(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 → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((3R,8aS)-2,2-dimethyl-4-oxohexahydro-2H-pyrrolo[2,1-b][1,3]thiazin-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-((3R,8aS)-2,2-dimethyl-4-oxohexahydro-2H-pyrrolo[2,1-b][1,3]thiazin-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 (15 mg, 0.026 mmol) and Intermediate 29 (8.0 mg, 0.040 mmol) to give a white solid (15 mg, 72% yield). Anal. Calcd. for C40H52N4O6S2 m/z 748.4. found: 749.3 (M+H)+; 1H NMR (500 MHz, CD3OD) δ ppm 8.14 (d, J=7.70 Hz, 1H), 7.95 (d, J=9.35 Hz, 1H), 7.28-7.08 (m, 10H), 5.56 (dd, J=6.05, 2.75 Hz, 1H), 5.21-5.12 (m, 1H), 5.07-4.99 (m, 2H), 4.79 (d, J=9.35 Hz, 1H), 3.69-3.57 (m, 4H), 3.43-3.35 (m, 1H), 3.12-3.04 (m, 1H), 2.94 (br. s., 1H), 2.88-2.77 (m, 3H), 2.75-2.66 (m, 3H), 2.43 (dd, J=13.20, 6.60 Hz, 1H), 2.36 (d, J=13.75 Hz, 1H), 2.16-1.88 (m, 4H), 1.88-1.68 (m, 5H), 1.68-1.57 (m, 5H), 0.87 (s, 3H), 0.84 (s, 3H).

Provenance & Evidence