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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368069Generated: October 29, 2026

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

https://huagongshe.com/reaction/1368069

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 (1278 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 applied to a flash silica gel chromatography and eluted with n-hexane:ethyl acetate=2:1, thereby obtaining 959 mg (71.5%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573260B1
Source datasetuspto-grants-2003_06
ORD IDord-f19e5cb684c54e9584ee29e5ea871d23
Source noteuspto-grants-2003_06