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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448007Generated: October 31, 2026

Dicyclohexylcarbodiimide → 1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl ester

https://huagongshe.com/reaction/1448007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
Reactant3-Acetylthio-2-methoxycarbonylmethylpropanoic acidHCID 12774428—
SolventDichloromethaneHCID 6344—
Product1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl esterHCID 5450401899.2%

Reaction Steps

To a solution of L-proline tert-butyl ester (1.71 g) and 3-hydroxybenzotriazole (1.35 g) in dichloromethane (15 ml), dicyclohexylcarbodiimide (2.06 g) and 3-acetylthio-2-methoxycarbonylmethylpropanoic acid (2.2 g) are added. After eighteen hours stirring at room temperature, the precipitate formed is filtered off, the filtrate is washed neutral, dried, and concentrated to dryness to yield 3.7 g of 1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl ester. Rf =0.8 (silica gel-ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04179434
Source datasetuspto-grants-1979_12
ORD IDord-0029b9412a3841769e0cbc85e2fd26d6
Source noteuspto-grants-1979_12