合成路线1

The Vilsmeier-Haack formylation of 3-beta-acetoxyandrost-5-en-17-one (I) with POCl3/DMF provides the desired chloro aldehyde (III) along with minor amounts of the vinyl chloride (II), which are separated by column chromatography. Condensation of (III) with 1,2,3-triazole (IV) affords two regioisomeric triazole derivatives, (V) and (VI). After chromatographic isolation of the required 1-triazolyl compound (VI), decarbonylation of the 16-formyl group employing a modified Wilkinson’s catalyst gives (VII). The hydrolysis of the acetate group of (VII) with KOH in methanol gives the corresponding alcohol (VIII) , which is finally oxidized with aluminum isopropoxide and 1-methyl-4-piperidone in refluxing xylene.