Synthesis of Fluorine Analogs of Vitamin E. IV. Synthesis of Bis(trifluoromethyl)tocopherols

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概要

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• We previously synthesized mono(trifluoromethyl)tocopherols, which were used for investigation of the mobility and orientation of tocopherol in Iliposomes by ^<19>F-NMR. For more precise investigation of the behavior of vitamin E in liposomes, tocopherols having two trifluoromethyl groups, one on the prenyl side chain and the other on the chromanol ring, were synthesized. Thusn, dimethylhydroquinones were treated with 6-chloro-3-methyl-2-hexenol in the presence of zinc chloride to give 2-(3-chloropropyl)trimethylchromanol derivatives. These were converted to phosphonium salts, which, upon condensation with trifluoromethylated ketones followed by hydrogenation, gave tocopherols with a trifluoromethyl group on the side chain and a hydrogen on the chromanol part. These were halogenated on the chromanol part and treated with trifluoromethyl iodide and copper powder to give the title compounds.

• 1995-09-15

著者

• 熊懐 稜丸

  摂南大・薬

• 小山 まゆみ

  Faculty of Pharmaceutical Sciences, Setsunan University

• 安藤 章

  Faculty of Pharmaceutical Sciences, Setsunan University

• 熊懐 稜丸

  Faculty of Pharmaceutical Sciences, Setsunan University

• 高木 俊之

  Faculty of Pharmaceutical Sceinces, Setsunan University

• Takagi T

  Faculty Of Pharmaceutical Sciences Setsunan University

• 高木 俊之

  Faculty Of Pharmaceutical Sciences Setsunan University

• Ando A

  Faculty Of Pharmaceutical Sciences Setsunan University

• 熊懐 稜丸

  摂南大薬

• 熊懐 稜丸

  Faculty Of Pharmaceutical Sciences Setsunan University

• 熊懐 稜丸

  Faculty Of Pharmaceutical Sciences Kyushu University:(present Address)tokyo College Of Pharmacy Kash

• Takagi T

  Osaka Univ. Osaka Jpn

• 高木 達也

  大阪大 大学院

• 小山 まゆみ

  Faculty Of Pharmaceutical Sciences Setsunan University

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