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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2418741Generated: November 2, 2026

3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2,5-dione → 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-hydroxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one

https://huagongshe.com/reaction/2418741

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2,5-dioneHCID 10092616—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventEthanolHCID 702—
Product3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-hydroxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-oneHCID 13243529—

Reaction Steps

A solution of 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2,5-dione (8.0 g) in ethanol (500 ml) containing platinum oxide (800 mg) was hydrogenated at atmospheric pressure and at room temperature for two hours. The catalyst was filtered off and the filtrate evaporated to give 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-hydroxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one, [α]D =-173° (c=1.8 in DMF).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04473575
Source datasetuspto-grants-1984_09
ORD IDord-028f07590a6448c6bcdcf4fff576272c
Source noteuspto-grants-1984_09