Réaction #870

ord-1b033c485fa54b2cb55a6e97a581a99c

Équation de réaction

COC[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(Cc1ccccc1)C(=O)O)C(C)C)c1ccccc1
N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide
COC[C@H](NC(=O)[C@H](NC(=O)[C@@H](N)CC(=O)O)C(C)C)c1ccccc1
α-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide
Rendement 70.1%

Conditions de réaction

Température
40°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe catalyst was removed by filtration
  2. 2
    Concentrationthe resulting filtrate was concentrated under reduced pressure to 15 ml
  3. 3
    AutreThe crystal thus precipitated
  4. 4
    Autrewas removed by filtration
  5. 5
    Autredried

Mode opératoire

To a suspension of 6.20 g (10.5 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide in 200 ml of methanol and 50 ml of water was added 1.50 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen under heat at 40° C. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to 15 ml. The crystal thus precipitated was removed by filtration and dried to obtain 2.69 g (7.36 mmols, 70.0% ) of α-L-aspartyl-D-valine (R)-α-methoxymethylbenzylamide.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723165uspto-grants-1998_03