Reaktion #49196

Reaktionsgleichung

water

diester

3-(Ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

benzyl chloroformate

→

compound 70

Ausbeute 80.0%

3-(Benzyloxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

Ausbeute 80.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe phases were separated
2. 2
   Extraktionthe aqueous layer was extracted with dichloromethane (3×50 mL)
3. 3
   Waschenthe combined organic extracts were washed with 5% HCl, water, brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeEvaporation of the solvents
6. 6
   workup.DISTILLATIONwas followed by distillation

Vorschrift

To a solution of diester 58 (3.88 g, 20.2 mmol) in dry acetonitrile (40 mL) at 0° C., under Argon, was added slowly benzyl chloroformate (3.17 mL, 1.1 equiv.). The solution was stirred at 0° C. for 1 h after which it was poured into water (50 mL). The phases were separated and the aqueous layer was extracted with dichloromethane (3×50 mL). the combined organic extracts were washed with 5% HCl, water, brine and dried over anhydrous sodium sulfate. Evaporation of the solvents was followed by distillation to afford compound 70 as a colorless oil (5.4 g, 80%).

Quelle