HCID 86583589, compound → HCID 57062770, compound

Participants

Reaction Steps

Cholesta-5,8-diene-3-on is epoxidized in analogy to a literature procedure [J. Med. Chem. 39, 5092, (1996)] to give 4α,5-epoxy-5α-cholest-8-en-3-on. This is reduced as described below. 4α,5-Epoxy-5α-cholest-8-en-3-on (75 mg) is dissolved in 3 ml tetrahydrofuran. Lithiumaluminumhydride (30 mg) is added at room temperature. The reaction mixture is stirred for 15 hours. After aqueous work-up and column chromatography 5βcholest-8-ene-3β,5β-diol (19 mg) and 5βcholest-8-ene-3α,5β-diol (24 mg) are isolated.

Provenance & Evidence