Reaktion #973842

Reaktionsgleichung

N-Cbz-valylproline

N-Cbz-valylproline

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

triethylamine

glycine methyl ester hydrochloride

→

desired compound

N-Cbz-valylprolylglycine methyl ester

Lösungsmittel

dichloromethane

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle