Reaktion #9805

ord-0254ce23dea8486095efb817b0675e5b

Reaktionsgleichung

O=C(NCCC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)OCc1ccccc1
Fmoc-Orn(Z)
[BH4-].[Na+]
sodium borohydride
→
O=C(NCCC[C@@H](CO)NC(=O)OCC1c2ccccc2-c2ccccc21)OCc1ccccc1
Fmoc-Orn(Z)-ol

Edukte

O=C(NCCC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)OCc1ccccc1
Fmoc-Orn(Z)
—
alcohol
—
anhydride
[BH4-].[Na+]
sodium borohydride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter crystallization from EtOAc
  2. 2
    Sonstigethe compound was thereafter used without further purification

Vorschrift

Commercially available Fmoc-Orn(Z) was converted to the alcohol by reduction of its mixed anhydride with sodium borohydride. After crystallization from EtOAc, the compound was thereafter used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091314B2uspto-grants-2006_08