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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308799Generated: October 31, 2026

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

https://huagongshe.com/reaction/2308799

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 numberUS04690936
Source datasetuspto-grants-1987_09
ORD IDord-e42da5b655854492bcd7fb2797c9d3ee
Source noteuspto-grants-1987_09