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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154918Generated: October 31, 2026

3-Azido-4-(3-benzyloxycarbonyl-3-diazo-2-oxopropyl)-azetidin-2-one → Benzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylate

https://huagongshe.com/reaction/1154918

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Azido-4-(3-benzyloxycarbonyl-3-diazo-2-oxopropyl)-azetidin-2-oneHCID 54527513—
CatalystRhodium acetateHCID 168478—
SolventBenzeneHCID 241—
ProductBenzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylateHCID 20563654—

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of rhodium acetate (2 mg) and 3-azido-4-(3-benzyloxycarbonyl-3-diazo-2-oxopropyl)azetidin-2-one (1 mmol) in anhydrous benzene (20 ml) is deoxygenated by bubbling nitrogen through it for 15 mins. The suspension is then stirred with heating in an oil bath at 80° C. for 30 min. After cooling to room temperature, the mixture is filtered and the filtrate is evaporated under vacuum to provide benzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04298741
Source datasetuspto-grants-1981_11
ORD IDord-e329eb5694db413da2340847347c172c
Source noteuspto-grants-1981_11