Reacción #2175515

ord-76ab54455fcb4909b2385ece65fb1f96

Ecuación de reacción

CCOC(=O)C(CO)NC(=O)CCC(NC(=O)OCc1ccccc1)C(=O)OCC
( 4 )
CCOC(=O)C(CO)NC(=O)CCC(NC(=O)OCc1ccccc1)C(=O)OCC
2-benzyloxycarbonylamino-4-(1-ethoxycarbonyl-2-hydroxy-ethylcarbamoyl)-butyric acid ethyl ester
CCOC(=O)C(N)CCC(=O)NC(CO)C(=O)OCC
( 5 )
Rendimiento 75.1%
CCOC(=O)C(N)CCC(=O)NC(CO)C(=O)OCC
2-amino-4-(1-ethoxycarbonyl-2-hydroxy-ethylcarbamoyl)-butyric acid ethyl ester
Rendimiento 75.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe catalyst was removed by filtration
  2. 2
    Lavadothe solution was washed with ethanol
  3. 3
    OtroThe solvent was removed in a rotary evaporator
  4. 4
    OtroThe residue was dried in a vacuum oven (50° C.)

Procedimiento

A solution of (4) (11.4 g, 26.86 mmol) in ethanol (225 ml) containing 1.2 g 20% palladium on activated carbon (50% wet) was hydrogenated at 30 psi for 3 hrs. The catalyst was removed by filtration and the solution was washed with ethanol. The solvent was removed in a rotary evaporator. The residue was dried in a vacuum oven (50° C.) to produce (5) (5.86 g, 75%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08435956B2uspto-grants-2013_05