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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482744Generated: October 30, 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/482744

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 numberUS04575503
Source datasetuspto-grants-1986_03
ORD IDord-942046ae7ce84776af2ce5e396467a97
Source noteuspto-grants-1986_03