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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2083713Generated: October 27, 2026

Dicyclohexylcarbodiimide → 1-(4-methoxycarbonyl-2-methylbutanoyl)-L-proline tert.-butyl ester

https://huagongshe.com/reaction/2083713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
Reactant4-Carbomethoxy-2-methylbutanoic acidHCID 13192897—
SolventDichloromethaneHCID 6344—
Product1-(4-methoxycarbonyl-2-methylbutanoyl)-L-proline tert.-butyl esterHCID 70609797—

Reaction Steps

4-Methoxycarbonyl-2-methylbutanoic acid (3.1 g.) and L-proline tert.-butyl ester (3.78 g.) are dissolved in dichloromethane (40 ml.). The solution is chilled with stirring in an ice bath and dicyclohexylcarbodiimide (4.12 g.) is added. After stirring 15 minutes in the ice bath and 18 hours at room temperature, the precipitate is filtered off and the filtrate is concentrated to dryness in vacuo. The residue is chromatographed on a column of silica gel with chloroform to obtain 1-(4-methyoxycarbonyl-2-methylbutanoyl)-L-proline tert.-butyl ester, yield 3.5 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04086338
Source datasetuspto-grants-1978_04
ORD IDord-ce8ea721555743e5aad0e496929d8b33
Source noteuspto-grants-1978_04