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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 894869Generated: October 29, 2026

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

https://huagongshe.com/reaction/894869

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 numberUS04284780
Source datasetuspto-grants-1981_08
ORD IDord-99b2a3abd7364d0cbdf2ffdc8837fda5
Source noteuspto-grants-1981_08