Reacción #2175511

Ecuación de reacción

Benzyl chloroformate

Glutamine

sodium bicarbonate

toluene

→

( 1 )

Rendimiento 91.4%

2-benzyloxycarbonylamino-4-carbamoyl-butyric acid

Rendimiento 91.4%

Disolventes

Ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrophases were separated
2. 2
   ExtracciónThe organic phase was extracted with water (50 ml)
3. 3
   Extracciónextracted with ethyl acetate (2×600 ml)
4. 4
   LavadoThe combined extracts were washed with water (100 ml)
5. 5
   OtroThe residue was dried in a vacuum oven (50° C.)

Procedimiento

Glutamine (36.5 g, 0.25 mol) was stirred with 1M sodium bicarbonate (750 ml) and toluene (200 ml). Benzyl chloroformate (50 ml, 59.75 g, 0.35 mol, 1.4 equiv.) was added drop-wise over 20 min. and the resulting mixture was stirred under nitrogen at room temperature overnight. Ethyl acetate (400 ml) was added and phases were separated. The organic phase was extracted with water (50 ml) and discarded. The aqueous phase was acidified with 6N hydrochloric acid and extracted with ethyl acetate (2×600 ml). The combined extracts were washed with water (100 ml) and stripped. The residue was dried in a vacuum oven (50° C.) to produce (1) (64 g, 91.4%).

Fuente