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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413989Generated: October 28, 2026

Benzyl chloroformate → (3S)-3-Benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanone

https://huagongshe.com/reaction/413989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-3-Amino-1-chloro-4-phenylbutan-2-one hydrochlorideHCID 56777393—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product(3S)-3-Benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanoneHCID 9962583%

Reaction Steps

(3S)-3-Amino-1-chloro-4-phenyl-2-butanone hydrochloride (100 mg) was dissolved in water (4.3 ml). A solution (5.3 ml) of benzyl chloroformate (0.794 ml) in toluene was added to the obtained solution. Further, an aqueous solution (1.0 ml) of sodium hydrogencarbonate (71.9 mg) was added dropwise to the obtained mixture. They were stirred at room temperature for 50 minutes to conduct the reaction and then the aqueous layer was separated. The obtained toluene layer was analyzed by HPLC to find that (3S)-3-benzyloxycarbonylamino-1-chloro-4-phenyl-2-butanone (118 mg) was obtained in a yield of 83%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06570039B2
Source datasetuspto-grants-2003_05
ORD IDord-5c6d57d1703544d8b1b28c984328ce38
Source noteuspto-grants-2003_05