Reacción #973842

Ecuación de reacción

N-Cbz-valylproline

N-Cbz-valylproline

1-(3-dimethylamino-propyl)-3-ethylcarbodiimide

triethylamine

glycine methyl ester hydrochloride

→

desired compound

N-Cbz-valylprolylglycine methyl ester

Disolventes

dichloromethane

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe organic layer is extracted with 0.1 N HCl (20 mL), water (20 mL)
2. 2
   Secadodried over Na2SO4
3. 3
   OtroThe solvent is removed in vacuo

Procedimiento

To a solution of N-Cbz-valylproline (Cbz-NH-[VP]-CO2H) (3.5 g, 10 mmol), 1-(3-dimethylamino-propyl)-3-ethylcarbodiimide (1.6 g, 11 mmol) and triethylamine (2.0 g, 20 mmol) in DMF (15 mL) is added dropwise a solution of glycine methyl ester hydrochloride (1.38 g, 11 mmol) in DMF (5 mL). The solution is stirred at room temperature and the reaction monitored by TLC until the disappearance of N-Cbz-valylproline. The reaction solution is then diluted with dichloromethane (50 mL) and the organic layer is extracted with 0.1 N HCl (20 mL), water (20 mL), then dried over Na2SO4. The solvent is removed in vacuo to afford the desired compound.

Fuente