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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529635Generated: October 30, 2026

(S)-tert-Butyl 1-isobutyl-2-oxoazepan-3-ylcarbamate → (4S,7S)-Methyl 4-((2S,5S)-2,5-dibenzyl-6-((S)-1-isobutyl-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

https://huagongshe.com/reaction/529635

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-tert-Butyl 1-isobutyl-2-oxoazepan-3-ylcarbamateHCID 68310529—
Reactant(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 acidHCID 68311179—
Product(4S,7S)-Methyl 4-((2S,5S)-2,5-dibenzyl-6-((S)-1-isobutyl-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 86706265—

Reaction Steps

(4S,7S)-Methyl 4-((2S,5S)-2,5-dibenzyl-6-((S)-1-isobutyl-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 (40 mg, 0.070 mmol) and Intermediate 80 (26 mg, 0.088 mmol) to give a white solid (40 mg, 77% yield). Anal. Calcd. for C41H56N4O6S m/z 732.4. found: 733.4 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.90 (d, J=7.3 Hz, 2H), 7.67 (d, J=6.8 Hz, 1H), 7.18 (m, 10H), 6.96 (m, 1H), 6.48 (m, 1H), 5.62 (m, 1H), 5.15 (m, 1H), 5.02 (m, 1H), 4.45 (m, 1H), 3.75 (m, 1H), 3.57 (s, 3H), 3.49 (m, 2H), 3.20-3.00 (m, 2H), 2.79 (m, 3H), 2.63 (m, 4H), 2.80-2.57 (m, 4H), 1.82-1.59 (m, 13H), 1.26 (m, 1H), 0.81 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-286213c30155421c8244f1ce17c966de
Source noteuspto-grants-2016_05