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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529614Generated: October 31, 2026

(4S,7S,10aS)-4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carbonitrile → (2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide

https://huagongshe.com/reaction/529614

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4S,7S,10aS)-4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carbonitrileHCID 68292315—
Reactant(2R,5R)-2,5-dibenzyl-6-oxo-6-((R)-2-oxo-1-phenylazepan-3-ylamino)hexanoic acidHCID 86706193—
Product(2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamideHCID 66546833—

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide was synthesized as described in General Procedure H using Intermediate 24 (10 mg, 0.020 mmol) and Intermediate 36 (6.1 mg, 0.023 mmol) to give a white solid (8.0 mg, 57% yield). Anal. Calcd. for C42H49N5O4S m/z 719.7. found: 720.7 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.40-7.32 (2H, m), 7.29-7.05 (13H, m), 7.00-6.91 (2H, m), 5.39-5.34 (1H, m), 5.31-5.25 (1H, m), 5.02-4.93 (1H, m), 4.85-4.76 (1H, m), 3.99-3.89 (1H, m), 3.63-3.54 (1H, m), 3.00-2.90 (1H, m), 2.89-2.68 (4H, m), 2.66-2.57 (1H, m), 2.45-2.31 (2H, m), 2.20-2.08 (2H, m), 2.03-1.62 (11H, m), 1.62-1.47 (3H, m), 1.43-1.26 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-8a9675f06caf44608112a7da01101dde
Source noteuspto-grants-2016_05