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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762525Generated: October 30, 2026

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

https://huagongshe.com/reaction/1762525

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 54504018—

Reaction Steps

To a solution of L-proline t-butyl ester (1.71 g.) and 3-hydroxybenzotriazole (1.35 g.) in dichloromethane (15 ml.) dicyclohexylcarbodiimide (2.06 g.) and the product from Example 79 (2.2 g.) are added. After 18 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 the named product Rf : 0.8 (silica gel-ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04833152
Source datasetuspto-grants-1989_05
ORD IDord-6bee5d6133884f2c9cb31f2c848ce3b7
Source noteuspto-grants-1989_05