Reacción #866

ord-b4a1a9f06c874053b3ad0f85aaa15884

Ecuación de reacción

CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(Cc1ccccc1)C(=O)O)[C@H](C)CC)c1ccccc1
N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide
CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](N)CC(=O)O)[C@H](C)CC)c1ccccc1
α-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide
Rendimiento 72.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe catalyst was removed by filtration
  2. 2
    Concentraciónthe resulting filtrate was concentrated under reduced pressure
  3. 3
    OtroThe crystals thus precipitated
  4. 4
    Filtraciónwere taken out by filtration
  5. 5
    Otrodried

Procedimiento

To a suspension of 2.81 g (4.7 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide in 150 ml of methanol and 50 ml of water was added 2.0 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen at room temperature for 5 hours. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to be 20 ml. The crystals thus precipitated were taken out by filtration and dried to obtain 1.22 g (3.4 mmols) of α-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723165uspto-grants-1998_03