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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154921Generated: October 30, 2026

Triethylamine → Benzyl 6-azido-3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

https://huagongshe.com/reaction/1154921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantToluene-p-sulphonic anhydrideHCID 77773—
ReactantBenzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylateHCID 20563654—
SolventDichloromethaneHCID 6344—
ProductBenzyl 6-azido-3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylateHCID 131711852—

Reaction Steps

p-Toluenesulfonic anhydride (1 mmol) and triethylamine (1.2 mmol) are added to an ice-cold solution of benzyl 6-azido-1-azabicyclo[3.2.0]-heptan-3,7-dione-2-carboxylate (1 mmol) in anhydrous methylene chloride (10 ml). After stirring in the cold for 2 hr, the solution is washed with water, pH 3 phosphate buffer, and 5% sodium bicarbonate solution, dried over magnesium sulfate, filtered, and evaporated under vacuum to give benzyl 6-azido-3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04298741
Source datasetuspto-grants-1981_11
ORD IDord-62ffcc1bd4b24afabb42d325702dea81
Source noteuspto-grants-1981_11