Synthesis of 5-azaandrostane-3β, 17β-diol protected at the 17-hydroxyl group

Abstract

In the present paper, the preparation of 3β-hydroxy-17β-dimethyl-tert-butylsilyloxy- 5-azaandrostane (15) in fourteen steps is described. B-nor-17-oxoandrost- 5-en-3β-yl acetate (1)1,2 was used as the starting material, which was transformed to the key intermediate of the synthesis, B-nor-17β-dimethyl-tert-butylsilyloxyandrost- 4-en-3β-yl acetate (7).

Keywords

• 5-azasteroids
• b-nor-17-oxoandrost-5-en-3-yl acetate
• 3β-hydroxy-17β-dimethyl-tert-butylsilyloxy-5-azaandrostane