A New and Convenient Synthesis of 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine

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概要

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• Acetolysis of 2', 3', 5'-tri-O-benzoylguanosine with glacial acetic acid, acetic anhydride, and sulfuric acid gave rise to 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose in a fairly good yield (overall yield from guanosine was 50%). This method will afford a most convenient procedure for preparing 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose which is a key intermediate in the synthesis of ribonucleosides and ribonucleotides. The direct acetolysis is one of the rare cases in which N-glycosides are easily acetolyzed without cleavage of the furanoside ring. Some observations on hydrolysis and acetolysis of 2', 3', 5'-tri-O-benzoylguanosine were also described.

• 公益社団法人日本薬学会の論文
• 1960-05-25

著者

• 水野 義久

  School Of Pharmaceutical Sciences Kitasato University

• 水野 義久

  Faculty Of Pharmacy Kanazawa University

• 水野 義久

  北海道大学 薬

• 上田 亨

  Faculty of Pharmaceutical Science, Hokkaido University

• 野村 哲士

  Faculty of Pharmaceutical Sciences Hokkaido University

• 石川 文義

  Research Institute Daiichi Seiyaku Co. Ltd.

• 池原 森男

  Faculty Of Pharmaceutical Sciences Osaka University

• 石川 文義

  Faculty of Pharmaceutical Sciences, School of Medicine, Hokkaido University, Sapporo, Hokkaido.

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