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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417248Generated: November 1, 2026

Benzyl chloroformate → 1-Benzyloxycarbonyl-3-[1-(tert-butoxycarbonyl)amino-1-cyclopropyl]methylpyrrolidine

https://huagongshe.com/reaction/2417248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
Reactant3-[1-(tert-Butoxycarbonyl)amino-1-cyclopropyl]methyl-1-[1-(R)-phenylethyl]pyrrolidineHCID 21087442—
SolventDichloromethaneHCID 6344—
Product1-Benzyloxycarbonyl-3-[1-(tert-butoxycarbonyl)amino-1-cyclopropyl]methylpyrrolidineHCID 2263392671.5%

Reaction Steps

3-[1-(tert-Butoxycarbonyl)amino-1-cyclopropyl]methyl-1-[1-(R)-phenylethyl]pyrrolidine (1.234 g, 3.582 mmol) was dissolved in dry dichloromethane (20 ml) to which, under ice cooling, was subsequently added dropwise benzyl chloroformate (1,278 μl, 8.955 mmol). After 8 hours of stirring at room temperature, the reaction solution was concentrated under a reduced pressure. The thus obtained residue was subjected to a flash silica gel chromatography, and 959 mg (71.5%) of the title compound was obtained from an eluate of n-hexane:ethyl acetate=2:1 as a colorless oil component.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825353B2
Source datasetuspto-grants-2004_11
ORD IDord-f2f0280aa1484fb4a7af1b15697b8f53
Source noteuspto-grants-2004_11