Reacción #1121743

Ecuación de reacción

Boc-threonine

glycine ethyl ester hydrochloride

triethylamine

N,N′-dicyclohexylcarbodiimide

hydroxybenzotriazole

→

Boc-Thr-Gly-OEt

Rendimiento 85.4%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture was reacted at room temperature for overnight
2. 2
   OtroAfter completion of the reaction, reaction mixture
3. 3
   Filtraciónwas filtered
4. 4
   Extracciónthe filtrate was extracted with ethyl acetate
5. 5
   ConcentraciónThe extract was concentrated under reduced pressure
6. 6
   Otrothe product was crystallized from hexane

Procedimiento

Boc-threonine (produced by Wako Pure Chemical Industries Ltd.) (11.0 g, 50 mmol) and glycine ethyl ester hydrochloride (produced by Wako Pure Chemical Industries Ltd.) (8.4 g, 60 mmol) were dissolved in dichloromethane (250 mL). After triethylamine (8.4 mL, 60 mmol), N,N′-dicyclohexylcarbodiimide (DCC, 12.4 g, 60 mmol) and hydroxybenzotriazole (9.2 g, 60 mmol) were further added thereto, the mixture was reacted at room temperature for overnight with stirring. After completion of the reaction, reaction mixture was filtered, and then the filtrate was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the product was crystallized from hexane, to obtain Boc-Thr-Gly-OEt (1) (13.0 g) (yield; 85.1%).

Fuente