Steroid Series. XVIII. Acid-Catalysed Rearrangement Product of 3α, 5α-Cyclo-6,19-dioxosteroid and its Conversion to 19-Nor-A-homotestosterone
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Treatment of 3α, 5α-cyclo-6,19-dioxosteroid (II) in a boiling mixture of diluted sulfuric and acetic acids afforded 1β, 4β-oxido-6-oxo-Δ^<5 (10)>-A-homo-19-norsteroid (III), together with a small amount of 3β-acetoxy-6,19-dioxosteroid (IV), the latter compound, under the same reaction conditions, being converted to the former. The structure of the rearrangement product (III) was discussed. A-homo-19-nortestosterone (XXV) was synthesized from 1β, 4β-oxido-17β-hydroxy-A-homo-19-norandrost-5 (10)-en-6-one acetate (III : R=[chemical formula]).
- 公益社団法人日本薬学会の論文
- 1967-01-25
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