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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856071Generated: October 30, 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/1856071

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 numberUS04217453
Source datasetuspto-grants-1980_08
ORD IDord-2ba88a5e8ac34d6f82ad2666c562898d
Source noteuspto-grants-1980_08