Reacción #55611

Ecuación de reacción

dichloromethane

pyridine

dichloromethane

product

17β-tetrahydropyranyloxy-4β-hydroxy-5α-androstane

→

17β-tetrahydropyranyloxy-5α-androstan-4-one

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONTo the mixture was added a solution of 175 mg
2. 2
   Extracciónextracted with ethyl ether
3. 3
   Lavadowashed with 2.5 N sodium hydroxide, water, and brine
4. 4
   OtroThe mixture was then dried
5. 5
   Otroevaporated to a clear oil

Procedimiento

To 0.42 ml. of dry pyridine and 6.3 ml. of dry dichloromethane was slowly added 0.264 g. of chromium trioxide and the mixture was stirred for 15 min. at room temperature. To the mixture was added a solution of 175 mg. of the product of Step D in 0.7 ml. of dichloromethane and the resulting mixture was stirred for 20 min. at room temperature. The mixture was diluted with water, extracted with ethyl ether, and washed with 2.5 N sodium hydroxide, water, and brine. The mixture was then dried and evaporated to a clear oil.

Fuente