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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737174Generated: October 25, 2026

Benzyl chloroformate → (R)-3-((Benzyloxy)carbonyl)thiazolidine-4-carboxylic acid

https://huagongshe.com/reaction/737174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantDiisopropylethylamineHCID 81531—
ReactantL-ThioprolineHCID 93176—
SolventDimethylformamideHCID 6228—
Product(R)-3-((Benzyloxy)carbonyl)thiazolidine-4-carboxylic acidHCID 11119045—

Reaction Conditions

Temperature0 °C

Reaction Steps

(R)-Thiazolidine-4-carboxylic acid (309.9 mg, 2.33 mmol) was dissolved in DMF (10 mL) and distilled water (10 mL). The solution was cooled to 0° C., and DIEA (0.590 mL, 3.39 mmol) was added followed by benzyl chloroformate (0.485 mL, 3.40 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-aa810961bef348658de3df2fc279b3f4
Source noteuspto-grants-2009_09