Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine

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概要

• 論文の詳細を見る

• A practical synthesis of 3'-O-benzyl-2'-deoxy-5-trifluoromethyluridine (1), a candidate antitumor agent for clinical testing, was developed from 2'-deoxy-5-iodouridine (3). Benzylation of 2'-deoxy-5-iodo-5'-O-trityluridine (14) with benzyl bromide and sodium hydride in tetrahydrofuran gave the 3'-O-derivative (16). Benzoylation of 16 afforded the N^3-benzoyl derivative (17). Coupling of 17 with trifluoromethylcopper, prepared from bromotrifluoromethane and copper powder in the presence of 4-dimethylaminopyridine, gave the 5-trifluoromethyl derivative (19) minimally contaminated with the 5-pentafluoroethyl compound. Deprotection of 19 furnished 1.

• 社団法人日本薬学会の論文
• 1989-09-25

著者

• 山下 純一

  Hanno Research Center, Taiho Pharmaceutical Co., Ltd.,

• 山下 純一

  Hanno Research Center Taiho Pharmaceutical Co. Ltd.

• 山下 純一

  Kodama Institute, Taiho Pharmaceutical Co., Ltd.,

• 松本 宏

  Tokushima Institute, Taiho Pharmaceutical Co., Ltd.,

• 小林 和弘

  Kodama Institute, Taiho Pharmaceutical Co., Ltd.,

• 野口 和春

  Kodama Institute, Taiho Pharmaceutical Co., Ltd.,

• 安本 三治

  Kodama Institute, Taiho Pharmaceutical Co., Ltd.,

• 上田 亨

  Faculty of Pharmaceutical Science, Hokkaido University

• 上田 亨

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 小林 和弘

  Medicinal Research Center of Taiho Pharmaceutical Co., Ltd.,

• 松本 宏

  Tokushima Institute Taiho Pharmaceutical Co. Ltd.

• 上田 亨

  北海道大学薬学部

• 小林 和弘

  Medicinal Research Center Of Taiho Pharmaceutical Co. Ltd.

• 安本 三治

  Kodama Institute Taiho Pharmaceutical Co. Ltd.

• 野口 和春

  Kodama Institute Taiho Pharmaceutical Co. Ltd.

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