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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529611Generated: October 31, 2026

(S,Z)-3-amino-1-phenyl-1,4,5,8-tetrahydroazocin-2(3H)-one → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S,Z)-2-oxo-1-phenyl-1,2,3,4,5,8-hexahydroazocin-3-ylamino)hexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

https://huagongshe.com/reaction/529611

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S,Z)-3-amino-1-phenyl-1,4,5,8-tetrahydroazocin-2(3H)-oneHCID 68292461—
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,Z)-2-oxo-1-phenyl-1,2,3,4,5,8-hexahydroazocin-3-ylamino)hexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 68311204—

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-oxo-6-((S,Z)-2-oxo-1-phenyl-1,2,3,4,5,8-hexahydroazocin-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 63 (5.6 mg, 0.022 mmol) to give a white solid (3.5 mg, 25% yield). Anal. Calcd. for C44H52N4O6S m/z 764.4. found: 765.4 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.40-7.09 (16H, m), 7.00 (1H, d, J=7.1 Hz), 5.98-5.87 (1H, m), 5.60 (1H, d, J=11.5 Hz), 5.34 (1H, t, J=4.7 Hz), 5.11-5.05 (1H, m), 5.04-4.84 (3H, m), 4.06-3.97 (1H, m), 3.66 (3H, s), 3.08-2.99 (1H, m), 2.87-2.70 (5H, m), 2.49-2.33 (4H, m), 2.13-1.96 (3H, m), 1.88-1.73 (3H, m), 1.71-1.51 (7H, m), 1.38-1.28 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-84a33061d537452ca3477f7e6ff70eb1
Source noteuspto-grants-2016_05