Reacción #51375

Ecuación de reacción

iso-butyl alcohol

EDC

N-Phenylacetyl-L-methionine

→

N-(phenylacetyl)-L-methionine iso-butyl ester

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture was evaporated at reduced pressure to an oil
2. 2
   workup.ADDITIONthe residue was diluted in EtOAc
3. 3
   Lavadowashed with 0.1 N HCl and saturated sodium bicarbonate
4. 4
   OtroChromatography on silica gel using 98:2 CHCl3/MeOH as eluant provided the pure product

Procedimiento

N-Phenylacetyl-L-methionine (0.1285 g, 0.447 mmol) was dissolved in 3.0 mL dioxane and iso-butyl alcohol (0.2 mL) and treated with EDC (0.094 g, 0.492 mmol), and catalytic DMAP (0.015 g). After stirring for 17 hours at 23° C., the mixture was evaporated at reduced pressure to an oil, the residue was diluted in EtOAc and washed with 0.1 N HCl and saturated sodium bicarbonate. Chromatography on silica gel using 98:2 CHCl3/MeOH as eluant provided the pure product.

Fuente