Réaction #866

Équation de réaction

N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide

→

α-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide

Rendement 72.3%

Solvants

methanol

water

Conditions de réaction

Traitement

1. 1
   AutreThe catalyst was removed by filtration
2. 2
   Concentrationthe resulting filtrate was concentrated under reduced pressure
3. 3
   AutreThe crystals thus precipitated
4. 4
   Filtrationwere taken out by filtration
5. 5
   Autredried

Mode opératoire

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.

Source