Studies on nucleosides and nucleotides. VII. Preparation of pyrimidine nucleoside 5'-phosphates and N3,5'-purine cyclonucleosides by selective activation of the 5'-hydroxyl group.
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概要
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The reaction of thymidine or uridine with 1.5 molar equivalents each of dibenzyl hydrogenphosphate, diethyl azodicarboxylate, and triphenylphosphine in HMPT at room temperature for 1 day, followed by debenzylation, afforded dpT and pU in 73 and 78% yields, respectively. Neither nucleoside 3′-phosphate nor 3′,5′-diphosphate was formed. 5′-<I>O</I>-Benzoyl thymidine 3′-(2-cyanoethyl)phosphate also reacted smoothly with thymidine at room temperature giving d-bzT3′p(CNEt)5′T in a 54% yield. Adenosine and Guanosine gave the corresponding <I>N</I><SUP>3</SUP>,5′-cyclonucleosides as main products, less than 1% pA and pG being formed.
- 公益社団法人 日本化学会の論文
著者
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Kimura Junji
Department Of Chemistry And Biological Science College Of Science And Engineering Aoyama Gakuin Univ
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Mitsunobu Oyo
Department Of Chemistry College Of Science And Engineering Aoyama Gakuin University
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Fukuda Kazuhiro
Department of Applied Biological Science, Faculty of Agriculture, Kagawa University
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Yoshizawa Toyokichi
Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University
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Fujisawa Yoshiyuki
Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University
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Fukuda Kazuhiro
Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University
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