Réaction #1121743

Équation de réaction

Boc-threonine

glycine ethyl ester hydrochloride

triethylamine

N,N′-dicyclohexylcarbodiimide

hydroxybenzotriazole

→

Boc-Thr-Gly-OEt

Rendement 85.4%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autrethe mixture was reacted at room temperature for overnight
2. 2
   AutreAfter completion of the reaction, reaction mixture
3. 3
   Filtrationwas filtered
4. 4
   Extractionthe filtrate was extracted with ethyl acetate
5. 5
   ConcentrationThe extract was concentrated under reduced pressure
6. 6
   Autrethe product was crystallized from hexane

Mode opératoire

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%).

Source