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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737165Generated: October 30, 2026

Benzyl chloroformate → (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid

https://huagongshe.com/reaction/737165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
Reactant2-Azetidinecarboxylic acid, (S)-HCID 16486—
ReactantDiisopropylethylamineHCID 81531—
SolventDimethylformamideHCID 6228—
Product(2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acidHCID 12088656—

Reaction Conditions

Temperature0 °C

Reaction Steps

(S)-Azetidine-2-carboxylic acid (250.4 mg, 2.5 mmol) was dissolved in DMF (15 mL) and distilled water (6 mL). The solution was cooled to 0° C., and DIEA (645 μL, 3.7 mmol) was added followed by benzyl chloroformate (530 μL, 3.7 mmol). The reaction was stirred at 0° C. and allowed to warm to ambient temperature overnight. The reaction was filtered and purified by reverse phase HPLC to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595398B2
Source datasetuspto-grants-2009_09
ORD IDord-373f0e26a7b0400da0644ed4b6833ce9
Source noteuspto-grants-2009_09