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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529596Generated: October 28, 2026

(S)-3-Amino-1-(3-chlorobenzyl)azepan-2-one hydrochloride → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorobenzyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

https://huagongshe.com/reaction/529596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-Amino-1-(3-chlorobenzyl)azepan-2-one hydrochlorideHCID 68292318—
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,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorobenzyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 68311035—

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorobenzyl)-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 (7.0 mg, 0.012 mmol) and Intermediate 47 (3.6 mg, 0.012 mmol) to give a white solid (7.0 mg, 69% yield). Anal. Calcd. for C44H53ClN4O6S m/z 800.4. found: 801.4 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.25-7.19 (m, 7H), 7.18-7.12 (m, 6H), 7.10 (d, J=4.40 Hz, 1H), 6.96 (d, J=6.60 Hz, 1H), 6.92 (d, J=6.60 Hz, 1H), 5.33 (t, J=4.67 Hz, 1H), 5.17-5.12 (m, 1H), 5.03-4.93 (m, 1H), 4.64 (d, J=14.85 Hz, 1H), 4.59 (dd, J=10.45, 6.60 Hz, 1H), 4.42 (d, J=14.85 Hz, 1H), 3.67 (s, 3H), 3.49 (dd, J=15.40, 11.55 Hz, 1H), 3.24-3.09 (m, 2H), 2.90-2.78 (m, 3H), 2.77-2.68 (m, 2H), 2.45-2.34 (m, 3H), 2.02 (d, J=5.50 Hz, 2H), 1.90-1.79 (m, 2H), 1.72 (br. s., 4H), 1.68-1.49 (m, 8H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-9e5942e143374d03a1250ce0a1908d1a
Source noteuspto-grants-2016_05