Studies on Prostaglandins. II. Synthesis of 4-Alkoxymethyl-2-norbornen-5-one and Its Oxidation Reaction with m-Chloroperbenzoic Acid

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概要

• 論文の詳細を見る

• 4-Alkoxymethyl-5-chloro-5-cyano-2-norbornene (III) was produced by the Diels-Alder reaction using 5-alkoxymethyl-cyclopentadiene and α-chloroacrylonitrile in the presence of aqueous cupric boronfluoride. III was hydrolyzed to 4-alkoxymethyl-2-norbornen-5-one (V). When V was oxidized with m-chloroperbenzoic acid, the products were varied by differences of the reaction conditions. (3β-Methoxymethyl-3α-hydroxy-4-cyclopenten-1α-yl)-acetic acid lactone (IXa) was produced by the oxidation of 4-meth-oxymethyl-2-norbornen-5-one (Va) with m-chloroperbenzoic acid in the presence of aqueous sodium bicarbonate. IXa which was very unstable was easily rearranged to 5-meth-oxymethyl-3,3aβ, 4,6aβ-tetrahydro-2H-cyclopenta [b] furan-2-one (Xa).

• 公益社団法人日本薬学会の論文
• 1976-10-25

著者

• 犬飼 紀喜

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.,

• 石井 吉雄

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 村上 増雄

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 柳沢 勲

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 柳沢 勲

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 柳沢 勲

  山之内製薬株式会社創薬研究本部

• 田村 隼也

  Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co., Ltd.,

• 石井 吉雄

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 岩本 英徳

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 長野 憲昭

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 田村 隼也

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 田村 隼也

  Institute For Drug Discovery Research Yamanouchi Pharmaceutical Co. Ltd.

• 岩本 英徳

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 長野 憲明

  Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd.

• 犬飼 紀喜

  Tsukuba Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 長野 憲明

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 長野 憲昭

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

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