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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529612Generated: October 30, 2026

(S)-3-Amino-1-phenylazocan-2-one → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S)-2-oxo-1-phenylazocan-3-ylamino)hexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

https://huagongshe.com/reaction/529612

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-Amino-1-phenylazocan-2-oneHCID 68292040—
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-oxo-6-((S)-2-oxo-1-phenylazocan-3-ylamino)hexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 68311203—

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S)-2-oxo-1-phenylazocan-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 (11 mg, 0.019 mmol) and Intermediate 64 (5.7 mg, 0.022 mmol) to give a white solid (6.6 mg, 46% yield). Anal. Calcd. for C44H54N4O6S m/z 766.5. found: 767.5 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.41-7.34 (2H, m), 7.31-7.03 (14H, m), 6.84 (1H, d, J=7.7 Hz), 5.32 (1H, t, J=4.7 Hz), 5.14-5.09 (1H, m), 5.06-4.98 (1H, m), 4.97-4.90 (1H, m), 4.19 (1H, t, J=14.0 Hz), 3.67 (3H, s), 3.53 (1H, d, J=14.3 Hz), 3.07 (1H, ddd, J=14.2, 11.1, 2.7 Hz), 2.87-2.67 (5H, m), 2.43-2.26 (3H, m), 2.04-1.95 (2H, m), 1.82-1.45 (16H, m), 1.34-1.24 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-bbe15ebded5d44328a9d03cf2e3f64a3
Source noteuspto-grants-2016_05