アザジテルペノイド(第4報)1-Methoxycarbonyl-1,12-dimethyl-7-amino-1,2,3,4,9,10,11,12-octahydrophenanthreneの合成

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概要

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• 7-Acetyl-9-oxo derivative (II) obtained by the oxidation of methyl dehydroabietate (I) with chromium trioxide converts to the corresponding carboxylic acid (IV) by the oxidation of C_7-acetyl group alone on treatment with iodine in pyridine and followed by treatment with sodium hydroxide. The ketone was reduced by the Huang-Minlon's method to 1,7-dicarboxy-1,12-dimethyloctahydrophenanthrene (V) and through its dimethyl ester, 1-monomethyl ester (VI) was prepared. The Curtius reaction of (VI) afforded the objective 1-methoxycarbonyl-1,12-dimethyl-7-amino-1,2,3,4,9,10,11,12-octahydrophenathrene.

• 公益社団法人日本薬学会の論文
• 1956-08-25

著者

• 太田 道敏

  Kowa Chemical Laboratories

関連論文

• Studies on Abietic Acid Derivatives. II. Deisopropylation of Dehydroabietic Acid. (2).
• Studies on Abietic Acid Derivatives. I. Deisopropylation of Dehydroabietic Acid. (1).
• The Stereochemistry of Hydrastine, Narcotine, Ophiocarpine, and their Derivatives. II. Absolute Configuration of Narcotine and their Derivatives
• The Stereochemistry of Hydrastine, Narcotine, Ophiocarpine, and their Derivatives. I. Absolute Configuration of Hydrastine and Ophiocarpine
• Studies on Abietic Acid Derivatives. III. Synthesis of Fluorenone Derivatives.
• アザジテルペノイド(第4報)1-Methoxycarbonyl-1,12-dimethyl-7-amino-1,2,3,4,9,10,11,12-octahydrophenanthreneの合成

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