Androsta-4,16-dien-3-one → Androsta-4,16-dien-3alpha-ol

Beteiligte Stoffe

Reaktionsschritte

These syntheses are depicted in FIG. 2. Androsta-4,16-dien-3-one (4) was reduced at -55° with lithium tris(1,2-dimethylpropyl)hydridoborate in THF (c) as described for the preparation of 2 (FIG. 1). Chromatography on silica gel with CH2Cl2 /ethyl acetate 9:1 gave pure axial alcohol 15 (48%, yield) and pure equatorial alcohol 6 (48% yield). Analytical samples were further purified by recrystallization (from PE at -30° for 5, from cyclohexane at RT. for 6).

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