Nucleosides and Nucleotides. XII. Synthesis and Properties of 2'-Deoxy-2'-mercaptouridine and Its Derivatives

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概要

• 論文の詳細を見る

• New thiosugar nucleosides, 2'-deoxy-2'-mercaptouridine (III), its disulfide (IV), 2'-deoxy-2'-mercapto-3', 5'-di-O-acetyluridine (V), and 2'-deoxy-2'-methyl-thiouridine (VI) have been synthesized. The present synthetic method involves the use of 2'-deoxy-2'-acetylthio-3', 5'-di-O-acetyluridine (II) as the intermediate which was obtained by the reaction of 2,2'-cyclo-3', 5'-di-O-acetyluridine (I) with thioacetic acid. The proton magnetic resonance (PMR) data of these compounds suggested that the introduction of sulfuratom at 2'-position resulted in the furanose ring puckering that is extremely biased to C_<2'> endo-mode. 2'-Deoxy-2', 6-epithio-5,6-dihydro-arabinofuranosyluracil (VIIIb), the 2'-epimer of III in an 2', 6-epithio form, was also synthesized.

• 公益社団法人日本薬学会の論文
• 1975-03-25

著者

• 上田 亨

  Faculty of Pharmaceutical Science, Hokkaido University

• 浮田 忠之進

  Faculty Of Pharmaceutical Sciences The University Of Tokyo

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