Reacción #49146

ord-7a8e4c5caea948b89050cd9f8014ee26

Ecuación de reacción

O=C(N[C@H]1COC1=O)OCc1ccccc1
(S)-benzyl 2-oxooxetan-3-ylcarbamate
c1cn[nH]c1
pyrazole
O=C(N[C@@H](Cn1cccn1)C(=O)O)OCc1ccccc1
(S)-2-(benzyloxycarbonylamino)-3-(1H-pyrazol-1-yl)propanoic acid
Rendimiento 37.7%

Disolventes

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was cooled to rt overnight
  2. 2
    Filtraciónthe solid filtered

Procedimiento

A suspension of (S)-benzyl 2-oxooxetan-3-ylcarbamate (0.67 g, 3.03 mmol), and pyrazole (0.22 g, 3.29 mmol) in CH3CN (12 mL) was heated at 50° C. for 24 h. The mixture was cooled to rt overnight and the solid filtered to afford (S)-2-(benzyloxycarbonylamino)-3-(1H-pyrazol-1-yl)propanoic acid (330.1 mg). The filtrate was concentrated in vacuo and then triturated with a small amount of CH3CN (ca. 4 mL) to afford a second crop (43.5 mg). Total yield 370.4 mg (44%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07745636B2uspto-grants-2010_06