A-Substituted 5ß-Steroids. V. Syntheses and Some Reactions of 1-Oxygenated 5ß-Cholestanes

Autor: Satoh, J Yasuo, Misawa, Katsumi, Takahashi, T Tomoyoshi, Hirose, Masakatsu, Horiuchi, C Akira, Tsujii, Shin-ichiro, Hagitani, Akira
Zdroj: Bulletin of the Chemical Society of Japan; October 1973, Vol. 46 Issue: 10 p3155-3158, 4p
Abstrakt: 1-Oxygenated 5ß-cholestanes were synthesized in good yield from 3-oxygenated 5ß-cholestane through 5ß-cholest-1-en-3-one. The reaction of 1ß,2ß-epoxy-5ß-cholestan-3-one with hydrogen halide occurs with a normal ring cleavage resulting in the formation of 2-halo-5ß-cholest-1-en-3-one. The reaction of 1ß-hydroxy-5ß-cholest-2-ene with chromium trioxide gave the allylic rearrangement product, 5ß-cholest-1-en-3-one. The oxidative acetylation and bromination of 5ß-cholestan-1-one is described.
Databáze: Supplemental Index