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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529570Generated: October 31, 2026

(4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate → Dimethyl (4S,7S,10aS,4'S,7'S,10a'S)-4,4'-(((2S,3E,5S)-2,5-dibenzyl-1,6-dioxo-3-hexene-1,6-diyl)diimino)bis(5-oxooctahydro-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate)

https://huagongshe.com/reaction/529570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 10563170—
Reactant(R)-2-Benzylhexanedioic acidHCID 68292602—
ProductDimethyl (4S,7S,10aS,4'S,7'S,10a'S)-4,4'-(((2S,3E,5S)-2,5-dibenzyl-1,6-dioxo-3-hexene-1,6-diyl)diimino)bis(5-oxooctahydro-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate)HCID 68309843—

Reaction Steps

Methyl (4S,7S,10aS)-4-(2R)-2-benzyl-6-(((4S,7S,10aS)-7-(methoxycarbonyl)-5-oxooctahydro-7H-pyrido[2,1-b][1,3]thiazepin-4-yl)amino)-6-oxohexanoyl)amino)-5-oxooctahydro-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure F using Intermediate 4 (15 mg, 0.061 mmol) and (4S,7S,10aS)-methyl 4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate (34.9 mg, 0.135 mmol) to give a white solid (25 mg, 56% yield). Anal. Calcd. for C35H48N4O8S2 m/z 716.6. found: 717.6 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.62 (1H, d, J=6.8 Hz), 7.40 (1H, d, J=7.3 Hz), 7.29-7.22 (2H, m), 7.21-7.11 (3H, m), 5.37 (1H, t, J=4.6 Hz), 5.33 (1H, t, J=4.4 Hz), 5.18-5.07 (3H, m), 5.07-5.00 (1H, m), 3.73 (3H, s), 3.69 (3H, s), 3.29-3.19 (1H, m), 3.18-3.09 (1H, m), 2.93 (1H, ddd, J=14.4, 6.4, 2.7 Hz), 2.87-2.73 (3H, m), 2.56-2.48 (1H, m), 2.48-2.36 (2H, m), 2.36-2.26 (2H, m), 2.25-2.17 (1H, m), 2.09-1.93 (5H, m), 1.82-1.48 (12H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-ff9964c5b5e143fea3965364d2d6c479
Source noteuspto-grants-2016_05