Reacción #576201

Ecuación de reacción

2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acid

tetrabutylammonium hydroxide

chloroiodomethane

→

2,2-dimethyl-3-(N-CBz-D-Valyloxy )-propionic acid chloromethyl ester

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solution was dried in vacuo, and it
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
3. 3
   Otrothe reaction solution was evaporated
4. 4
   Otrothe product was isolated with silica gel column chromatography

Procedimiento

(2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acid (4.5 g, 12.8 mmole) was dissolved in dioxane (20 ml). To the solution was added tetrabutylammonium hydroxide aqueous solution (40%, 8.3 ml, 12.8 mmole). The solution was dried in vacuo, and it was coevaporated with toluene several times. The residue was dissolved in methylene chloride and then chloroiodomethane (18 ml, 260 mmole) was added to the solution. After 18 hr, the reaction solution was evaporated and the product was isolated with silica gel column chromatography. 3.5 g.

Fuente