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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 569862Erstellt: 25. Oktober 2026

Dicyclohexylcarbodiimide → N-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tertbutyl ester

https://huagongshe.com/reaction/569862

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktL-Proline 1,1-dimethylethyl esterHCID 6453108—
Edukt3-Acetylthio-2-trifluoromethylpropanoic acidHCID 12833014—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tertbutyl esterHCID 54253056—

Reaktionsschritte

L-proline tert-butyl ester (5.1 g.) is dissolved in dichloromethane (40 ml.) and the solution is stirred and chilled in an ice bath. Dicyclohexylcarbodiimide (6.2 g.) dissolved in dichloromethane (15 ml.) is added followed immediately by a solution of 3-acetylthio-2-trifluoromethylpropanoic acid (6.5 g.) in dichloromethane (5 ml.). After fifteen minutes stirring in the ice bath and sixteen hours at room temperature, the precipitate formed is filtered off and the filtrate is concentrated to dryness in vacuo. The residue is dissolved in ethyl acetate and washed neutral. The organic phase is dried over magnesium sulfate and concentrated to dyrness in vacuo to give N-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tert-butyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04734420
Quelldatensatzuspto-grants-1988_03
ORD IDord-4665f1d8119d40ddb020ae3e8d9c3a1f
Quellennotizuspto-grants-1988_03