title: Sterol synthesis : chemical synthesis of 3 beta-hydroxy-5 alpha-cholest-7-ene-9 alpha-carbonitrile.
abstract: 3 beta-Hydroxy-5 alpha-cholest-7-ene-9 alpha-carbonitrile was obtained via hydrocyanation of 3 beta-acetoxy-5 alpha-cholest-8-en-7-one by diethylaluminum cyanide. The resulting 9 alpha-cyano-7-ketone was reduced with sodium borohydride to 7 alpha-hydroxy-compound. These compounds were characterized by infrared, nuclear magnetic resonance, and mass spectral measurements.
mesh_terms: D002782:Cholestenes; D002784:Cholesterol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008722:Methods; D013055:Spectrophotometry, Infrared
chemical_list: D002782:Cholestenes; C030142:3-hydroxycholest-7-ene-9-carbonitrile; D002784:Cholesterol