Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Steroidal Compounds. VI. Grignard Reaction of 19-Nor-4-en-3-oxo-steroids.
森 弘
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ジャーナル フリー

1962 年 10 巻 5 号 p. 382-386

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The Grignard reaction of 17β-hydroxy-17α-methylestr-4-en-3-one (VIIa) in the presence of cuprous chloride gave 5β, 17α-dimethyl-17β-hydroxyestran-3-one (VIIIa) and 3, 17α-dimethylestra-3, 5-dien-17β-ol (Xa). Similarly, (VIIIb) and (Xb) were obtained by the Grignard reaction of 17β-hydroxyestr-4-en-3-one (VIIb). The oxidation of (VIIIb) with chromium trioxide gave 5β-methyl-estrane-3, 17-dione (XI). Discussion was made on the configuration of C-5 methyl group in (VIIIa) and (VIIIb).
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