Synthesis of 2- and 8-Cyanoadenosines and Their Derivatives : Nucleosides and Nucleotides. XXVII

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概要

• 論文の詳細を見る

• A facile displacement of a methylsulfonyl group in adenosines with cyanide ion is described. Treatment of protected 8-methylsulfonyladenosines with sodium cyanide in dimethylformamide gave the 8-cyanoadenosines. The conversion of the cyano group to the methyl imidate, methoxycarbonyl, carbamoyl, and carboxylic acid, respectively, was achieved. Similar reaction was carried out with 2-methylsulfonyladenosines to give the 2-cyanoadenosines and their derivatives. The nuclear magnetic resonance (NMR) and circular dichroism (CD) spectra of these 2-and 8-substituted adenosines are given. The 8-substituted adenosines possess syn-conformations while the 2-substituted derivatives prefer to possess anti-conformations, as confirmed by the CD and NMR spectra.

• 公益社団法人日本薬学会の論文
• 1979-01-25

著者

• 上田 亨

  Faculty of Pharmaceutical Science, Hokkaido University

• 松田 彰

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 野本 裕二

  Pharmaceutical Research Laboratories, Fuji, Kyowa Hakko Kogyo Co., Ltd.,

• 上田 亨

  北海道大学薬学部

• 野本 裕二

  Pharmaceutical Research Laboratories Fuji Kyowa Hakko Kogyo Co. Ltd.

• 野本 裕二

  Faculty of Pharmaceutical Sciences, Hokkaido University

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