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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301736Generated: October 30, 2026

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

https://huagongshe.com/reaction/2301736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBenzyl chloroformateHCID 10387—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-3-Amino-1-chloro-4-phenylbutan-2-one hydrochlorideHCID 56777393—
SolventWaterHCID 962—
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), and a toluene solution (5.3 ml) of benzyl chloroformate (0.794 ml) was added thereto. An aqueous solution (1.0 ml) of sodium hydrogencarbonate (71.9 mg) was further added dropwise thereto while being stirred. After the mixture was reacted at room temperature for 50 minutes while being stirred, the aqueous layer was separated. The resulting toluene layer was analyzed by HPLC, and it was identified 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 numberUS06500985B2
Source datasetuspto-grants-2002_12
ORD IDord-058355c0606b49aaab13ab2d2af08b0b
Source noteuspto-grants-2002_12