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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414861Generated: October 31, 2026

(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinone → (3S,4S)-3-(tert-butoxycarbonyl-amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinone

https://huagongshe.com/reaction/414861

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinoneHCID 13489000—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(3S,4S)-3-(tert-butoxycarbonyl-amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinoneHCID 13489002100.4%

Reaction Steps

In 10 ml of methanol is suspended 900 mg (2.46 mmole) of (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinone, and 100 mg of 10% palladium-charcoal is added to the solution, followed by stirring under a hydrogen atmosphere at room temperature for 1 hour. The catalyst is filtered off, and the filtrate is concentrated to dryness under reduced presuure to give 680 mg of (3S,4S)-3-(tert-butoxycarbonyl- amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinone as colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04794108
Source datasetuspto-grants-1988_12
ORD IDord-4808304107a84186b47a8bb251e5393f
Source noteuspto-grants-1988_12