Oxygenation of 2,4-Dibromoestrogens with Nitric Acid : A New Synthesis of 19-Nor Steroids
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概要
- 論文の詳細を見る
A convenient synthesis of 19-nor steroids 4a, 4b, 12a, and 12c is described. Oxygenation of 2,4-dibromoestrogens 1a, 1b, 8a, and 8b with nitric acid in acetic acid gave the corresponding 2,4-dibromo-10β-hydroxy-1,4-dien-3-one derivatives 2a, 2c, 9a, and 9d in excellent yields. These 10β-hydroxy-dienones were subjected to catalytic hydrogenation over palladium-on-charcoal to afford the saturated 5ξ-3-oxo derivatives 3a, 3b, 10a, and 10b, respectively, in very high yields. These saturated products were then converted into the corresponding 19-nor steroids 4a, 4b, 12a, and 12c by treatment with acid, perchloric acid, p-toluenesulfonic acid or Nafion-H.
- 公益社団法人日本薬学会の論文
- 1989-08-25
著者
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木村 勝彦
Tohoku College Of Pharmacy
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沼沢 光輝
Tohoku Pharmaceutical University
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沼沢 光輝
Tohoku College Of Pharmacy
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星 久美子
Tohoku College of Pharmacy
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