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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856073Generated: November 3, 2026

Phosphorus trichloride → Benzyl 6-azido-3-chloro-1-azabicyclo[3.2.0]-hept-2-en-7-one-2-carboxylate

https://huagongshe.com/reaction/1856073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus trichlorideHCID 24387—
ReactantBenzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylateHCID 20563654—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductBenzyl 6-azido-3-chloro-1-azabicyclo[3.2.0]-hept-2-en-7-one-2-carboxylateHCID 20563652—

Reaction Steps

Phosphorus trichloride (1 mmol) is added to a solution of benzyl 6-azido-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylate (0.5 mmol) in anhydrous dimethylformamide (2.5 ml) and the mixture is left to stand at room temperature. After 5 hr, the mixture is diluted with toluene, washed with water, 1 N hydrochloric acid, 5% sodium bicarbonate solution, and brine, dried over magnesium sulfate, and filtered. Evaporation of the solvent under vacuum yields benzyl 6-azido-3-chloro-1-azabicyclo[3.2.0]-hept-2-en-7-one-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04217453
Source datasetuspto-grants-1980_08
ORD IDord-cbc8df057016432aae3b5bcd2dffbe1e
Source noteuspto-grants-1980_08