Reaktion #738987

ord-de776090e824496c884bd04b95d6a22f

Reaktionsgleichung

CC(C)C[C@@H](C(=O)NNC(=O)CNC(=O)OCc1ccccc1)[C@H](CCCc1ccccc1)C(=O)OC(C)(C)C
2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-2′-[N-(benzyloxycarbonyl)-glycinyl]-4-methylvalerohydrazide
→
CC(C)C[C@@H](C(=O)NNC(=O)CN)[C@H](CCCc1ccccc1)C(=O)OC(C)(C)C
2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-2′-glycinyl-4-methylvalerohydrazide
Ausbeute 98.4%

Edukte

CC(C)C[C@@H](C(=O)NNC(=O)CNC(=O)OCc1ccccc1)[C@H](CCCc1ccccc1)C(=O)OC(C)(C)C
2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-2′-[N-(benzyloxycarbonyl)-glycinyl]-4-methylvalerohydrazide

Reagenzien

[Pd]
palladium-on-carbon

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe mixture was filtered
  2. 2
    Sonstigeevaporated

Vorschrift

A solution of 2.95 g of 2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-2′-[N-(benzyloxycarbonyl)-glycinyl]-4-methylvalerohydrazide in 30 ml of methanol was hydrogenated in the presence of 0.300 g of 5% palladium-on-carbon for 0.5 hours. The mixture was filtered and evaporated to give 2.2 g of 2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenylbutyl]-2′-glycinyl-4-methylvalerohydrazide in the form of a white foam.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06281363B1uspto-grants-2001_08