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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446012Generated: October 29, 2026

Benzyl chloroformate → 1-Benzyl 3-(4-methoxyphenyl)methyl (3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylate

https://huagongshe.com/reaction/446012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl chloroformateHCID 10387—
Reactant(4-methoxyphenyl)methyl (3RS,4SR)-1-benzyl-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-3-carboxylateHCID 86678246—
SolventDichloromethaneHCID 6344—
Product1-Benzyl 3-(4-methoxyphenyl)methyl (3RS,4SR)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylateHCID 7805193965.3%

Reaction Steps

A solution of (4-methoxyphenyl)methyl (3RS,4SR)-1-benzyl-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-3-carboxylate obtained in Example 2g (18 g, 39.7 mmol) in dichloromethane (85.7 ml) was adjusted to an internal temperature of 10 to 20° C., and benzyl chloroformate (11.9 ml, 79.4 mmol) was added thereto. After returning to mom temperature and stirring for 0.5 hour, the reaction mixture was concentrated directly. The resulting crude product was purified by column chromatography (silica gel, elution solvent: ethyl acetate/heptane) to give the title compound (12.89 g, yield: 65.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476301B2
Source datasetuspto-grants-2013_07
ORD IDord-47451993a6b24fcd815aa4ebe433649c
Source noteuspto-grants-2013_07