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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647864Generated: October 29, 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/647864

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 numberUS04410520
Source datasetuspto-grants-1983_10
ORD IDord-8875dbdf71c547bcafba04707ece3909
Source noteuspto-grants-1983_10