Synthesis of (25R)-26-hydroxycholesterol

John R Williams; Deping Chai; Dominic Wright

doi:10.1016/s0039-128x(02)00060-0

Synthesis of (25R)-26-hydroxycholesterol

Steroids. 2002 Dec;67(13-14):1041-4. doi: 10.1016/s0039-128x(02)00060-0.

Authors

John R Williams¹, Deping Chai, Dominic Wright

Affiliation

¹ Department of Chemistry, Temple University, 13th & Norris Streets, Beury Hall (016-00), Philadelphia, PA 19122-2585, USA. john.r.williams@temple.edu

PMID: 12441189
DOI: 10.1016/s0039-128x(02)00060-0

Abstract

We describe the synthesis of (25R)-cholest-5-en-3beta,26-diol ((25R)-26-hydroxycholesterol) from diosgenin in four steps in 58% overall, yield via a modified Clemmensen reduction followed by a Barton deoxygenation reaction.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Hydroxycholesterols / chemical synthesis*
Hydroxycholesterols / chemistry
Molecular Structure

Substances

Hydroxycholesterols
cholest-5-ene-3 beta,26-diol