Investigation on the synthesis of 25-hydroxycholesterol

Steroids. 2014 Jul:85:1-5. doi: 10.1016/j.steroids.2014.02.002. Epub 2014 Feb 28.

Abstract

A very efficient and environmentally benign method has been developed for the synthesis of 25-hydroxycholesterol. The reaction was performed in THF-water (4:1, v/v) using NBS as the brominating agent, followed by the easy reduction of C-Br with lithium aluminum hydride in THF, to yield the final product corresponding to a Markovnikov's rule. Excellent yields and regioselectivity have been obtained.

Keywords: 25-Hydroxycholesterol; Bromohydrin; Desmosterol; Reduction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cholecalciferol / chemical synthesis*
  • Cholecalciferol / chemistry
  • Desmosterol / chemical synthesis*
  • Desmosterol / chemistry
  • Hydroxycholesterols / chemical synthesis*
  • Hydroxycholesterols / chemistry
  • Molecular Structure

Substances

  • Hydroxycholesterols
  • Cholecalciferol
  • Desmosterol
  • 25-hydroxycholesterol