Reaktion #64094

ord-4018d13b4d6642c38ed3d27f679dec25

Reaktionsgleichung

[H][H]
hydrogen
CC(C)C[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)OC(C)(C)C)C(=O)NCC(=O)OCc1ccccc1
Boc-Asn-Leu-Gly-OBzl
→
CC(C)C[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)OC(C)(C)C)C(=O)NCC(=O)O
Boc-Asn-Leu-Gly-OH

Edukte

[H][H]
hydrogen
CC(C)C[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)OC(C)(C)C)C(=O)NCC(=O)OCc1ccccc1
Boc-Asn-Leu-Gly-OBzl

Reagenzien

[Pd]
Palladium on carbon

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe crude solution was filtrated
  2. 2
    SonstigeRemoval of ethanol under vacuum at 40° C.
  3. 3
    Sonstigeresulted in crystallisation of product
  4. 4
    FiltrationFiltration
  5. 5
    Sonstigedrying under vacuum at 40° C. for 2 days
  6. 6
    Sonstigegave the pure product

Vorschrift

The crude Boc-Asn-Leu-Gly-OBzl was suspended in 2.0 l 50% ethanol. Addition of 10 g 10% Palladium on carbon and hydrogenation for one hour at 3 bar hydrogen pressure under stirring. The crude solution was filtrated and pH adjusted to 3.0 with a 1N sodium hydrochloric acid solution. Removal of ethanol under vacuum at 40° C. resulted in crystallisation of product. Filtration and drying under vacuum at 40° C. for 2 days gave the pure product. Yield 72.3 g (58%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05411942uspto-grants-1995_05