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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737208Generated: October 30, 2026

Benzyl chloroformate → (2S,3S)-1-[(benzyloxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/737208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantDiisopropylethylamineHCID 81531—
Reactanttrans-3-hydroxy-L-prolineHCID 440575—
SolventDimethylformamideHCID 6228—
Product(2S,3S)-1-[(benzyloxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acidHCID 54213972—

Reaction Conditions

Temperature0 °C

Reaction Steps

(2S,3S)-3-Hydroxy-pyrrolidine-2-carboxylic acid (254.5 mg, 1.9 mmol) was dissolved in DMF (15 mL) and distilled water (6 mL). The solution was cooled to 0° C., and DIEA (500 μL, 2.9 mmol) was added followed by benzyl chloroformate (410 μL, 2.9 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-2b26034dabb1460bbd00f07fc96b6ccb
Source noteuspto-grants-2009_09