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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529590Generated: November 2, 2026

(2R,5R)-2,5-dibenzylhexanedioic acid → (2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,10aS)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide

https://huagongshe.com/reaction/529590

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,5R)-2,5-dibenzylhexanedioic acidHCID 68292409—
Reactant(4S,10aS)-4-aminohexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-oneHCID 86706213—
Product(2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,10aS)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamideHCID 86706247—

Reaction Steps

(2R,5R)-2,5-Dibenzyl-N1,N6-bis((4S,10aS)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)hexanediamide was synthesized as described in General Procedure F using Intermediate 3 (20 mg, 0.061 mmol) and Intermediate 40 (29.5 mg, 0.147 mmol) to give a white solid (27 mg, 64% yield). Anal. Calcd. for C38H50N4O4S2 m/z 690.7. found: 691.5 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.32-7.05 (m, 10H), 6.86 (d, J=6.7 Hz, 2H), 5.28 (t, J=4.0 Hz, 2H), 5.04-4.91 (m, 2H), 4.23 (d, J=13.6 Hz, 2H), 3.12 (ddd, J=13.9, 11.0, 2.6 Hz, 1H), 3.02-2.87 (m, 2H), 2.81 (dd, J=13.4, 9.6 Hz, 2H), 2.71 (dd, J=13.3, 5.7 Hz, 2H), 2.58 (ddd, J=14.3, 6.0, 2.9 Hz, 2H), 2.43-2.31 (m, 2H), 2.11-1.75 (m, 9H), 1.76-1.60 (m, 4H), 1.60-1.38 (m, 6H), 1.33-1.18 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-dbe484f5f8604e5da04c3c3672030d14
Source noteuspto-grants-2016_05