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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154925Generated: October 31, 2026

Pyridine → Benzyl 6-(alpha-azido-phenylacetamido)-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate

https://huagongshe.com/reaction/1154925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-Azido-2-phenylacetyl chlorideHCID 85429—
ReactantBenzyl 6-amino-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylateHCID 20563651—
SolventDichloromethaneHCID 6344—
ProductBenzyl 6-(alpha-azido-phenylacetamido)-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylateHCID 20563678—

Reaction Steps

To an ice-cold solution of benzyl 6-amino-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (0.2 mmol) in methylene chloride (2 ml) containing anhydrous pyridine (0.1 ml) is added α-azidophenylacetyl chloride (0.2 mmol). After stirring in the cold for 60 mins, the solution is washed with water, pH 3 phosphate buffer, 5% sodium bicarbonate solution and brine, dried with magnesium sulfate, filtered, and evaporated under vacuum to give benzyl 6-(α-azido-phenylacetamido)-3-chloro-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-65807b12b5c44cd98a94a02b7126a0cd
Source noteuspto-grants-1981_11