(S)-methyl 3-(3-amino-2-oxoazepan-1-yl)propanoate → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-methoxy-3-oxopropyl)-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-(3-methoxy-3-oxopropyl)-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 (5.0 mg, 0.0088 mmol) and Intermediate 27 (4.4 mg, 0.018 mmol) to give a white solid (2.1 mg, 29% yield). Anal. Calcd. for C41H54N4O8S m/z 762.5. found: 763.5 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.26-7.06 (m, 10H), 5.50 (d, J=3.3 Hz, 1H), 5.15 (d, J=6.6 Hz, 1H), 4.98 (dd, J=8.8, 4.4 Hz, 1H), 4.44 (d, J=11.0 Hz, 1H), 3.67-3.62 (m, 6H), 3.62-3.48 (m, 2H), 3.36 (dd, J=15.4, 4.4 Hz, 1H), 3.12 (d, J=9.3 Hz, 1H), 2.89-2.72 (m, 3H), 2.72-2.59 (m, 4H), 2.59-2.50 (m, 2H), 2.36 (d, J=12.1 Hz, 1H), 2.06 (d, J=7.1 Hz, 1H), 1.97 (d, J=11.5 Hz, 1H), 1.87 (d, J=12.1 Hz, 1H), 1.84-1.54 (m, 10H), 1.54-1.40 (m, 2H), 1.39-1.27 (m, 2H).

Provenance & Evidence