title: Sterol synthesis. Chemical synthesis of 5 alpha-cholest-7-en-3 beta, 14 alpha-diol.
abstract: Reported herein is the chemical synthesis of 5 alpha-cholest-7-en-3 beta, 14 alpha-diol by mild Wolff-Kishner reduction of 3 beta-acetoxy-8 alpha, 14 alpha-epoxy-5 alpha-cholestan-7-one. The preparation of 5 alpha-cholest-7-en-14 alpha-ol-3-one from 5 alpha is also described. These compounds were fully characterized by the results of infrared, nuclear magnetic resonance, and high and low resolution mass spectral studies.
mesh_terms: D002777:Cholestanols; D002778:Cholestanones; D002782:Cholestenes / Q000138:chemical synthesis*; D002783:Cholestenones / Q000138:chemical synthesis; D002789:Cholesterol Oxidase; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008722:Methods; D013055:Spectrophotometry, Infrared
chemical_list: C023991:3-acetoxy-8,14-epoxycholestan-7-ol; C024011:5 alpha-cholest-7-en-14 alpha-ol-3-one; D002777:Cholestanols; D002778:Cholestanones; D002782:Cholestenes; D002783:Cholestenones; D002789:Cholesterol Oxidase