Reacción #577243

ord-da4a91af0aa84ed989f93f5afd9145e1

Ecuación de reacción

NC(CO)(CO)CCc1ccc(OCc2ccccc2)cc1
2-amino-2-[2-(4-benzyloxy-phenyl)-ethyl]-propane-1,3-diol
CCC(CC)(CC)C([O-])([O-])[O-]
triethylortho acetate
CC(=O)O
acetic acid
CC1=NC(CO)(CCc2ccc(OCc3ccccc3)cc2)CO1
{4-[2-(4-benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe reaction mixture is then concentrated under vacuum

Procedimiento

To a solution of 2-amino-2-[2-(4-benzyloxy-phenyl)-ethyl]-propane-1,3-diol (31.1 g, 0.10 mol) in acetonitrile (2.381) is added triethylortho acetate (17.1 ml, 0.12 mol, 1.2 eq) and acetic acid (5.48 ml, 0.11 mol, 1.1 eq), the reaction mixture is then stirred at 80° C. for 5 hours. The reaction mixture is then concentrated under vacuum, {4-[2-(4-benzyloxy-phenyl)-ethyl]-2-methyl-4,5-dihydro-oxazol-4-yl}-methanol is isolated after crystallization with ethyl acetate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07528120B2uspto-grants-2009_05