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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1252807Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1252807

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 dryness in vacuo to give N-(3-acetylthio-2-trifluoromethylpropanoyl)-L-proline tertbutyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04745124
Quelldatensatzuspto-grants-1988_05
ORD IDord-2846764ece624bbeb0bdc3ab62f7eb33
Quellennotizuspto-grants-1988_05