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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856072Generated: October 31, 2026

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

https://huagongshe.com/reaction/1856072

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 numberUS04217453
Source datasetuspto-grants-1980_08
ORD IDord-7e09c785f8ca4e15984c00d0050957ae
Source noteuspto-grants-1980_08