Reaktion #870

ord-1b033c485fa54b2cb55a6e97a581a99c

Reaktionsgleichung

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
Ausbeute 70.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
40°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe catalyst was removed by filtration
  2. 2
    Einengenthe resulting filtrate was concentrated under reduced pressure to 15 ml
  3. 3
    SonstigeThe crystal thus precipitated
  4. 4
    Sonstigewas removed by filtration
  5. 5
    Sonstigedried

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723165uspto-grants-1998_03