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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647866Generated: October 30, 2026

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

https://huagongshe.com/reaction/647866

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-acetoxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-oneHCID 13243533—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-oneHCID 13243531—

Reaction Steps

A solution of 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-5-acetoxy-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (2.2 g) in ethanol (300 ml) containing 10% Pd/C (2.0 g) was placed in a pressure bottle and hydrogenated at 3 atmospheres pressure and 70° for 3 days. The catalyst was filtered off and the filtrate evaporated to give 3-(S)-t-butyloxycarbonylamino-1-t-butyloxycarbonylmethyl-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one, m.p. 164°-165° [α]D =-200.6° (c=0.64 in DMF).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04410520
Source datasetuspto-grants-1983_10
ORD IDord-a140c121a8534c9bbd4adca684046efe
Source noteuspto-grants-1983_10