Reacción #1904051

ord-96042dcb429c4efca87328da29667665

Ecuación de reacción

COP(=O)(C[C@@H](NC(=O)OCc1ccccc1)C(=O)Nc1ccc(N2CCOCC2=O)cc1)OC
(S)-2-(benzyloxycarbonyl-amino)-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)-propionamide
[H][H]
hydrogen
COP(=O)(C[C@@H](N)C(=O)Nc1ccc(N2CCOCC2=O)cc1)OC
(S)-2-amino-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)propionamide
Rendimiento 93.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe reaction mixture is subsequently filtered off
  2. 2
    Otrothe filtrate is evaporated to dryness

Procedimiento

5.3 The mixture of 0.39 g (0.78 mmol) of (S)-2-(benzyloxycarbonyl-amino)-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)-propionamide and 0.4 g of 5% palladium/carbon in 30 ml of methanol is hydrogenated until hydrogen is no longer taken up. The reaction mixture is subsequently filtered off, and the filtrate is evaporated to dryness, giving 0.27 g of (S)-2-amino-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)propionamide as colourless oil, ESI 371.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07598241B2uspto-grants-2009_10