• Title/Summary/Keyword: 2.2′-anhydro-5,6-dimethy-2-hydroxy-3-methoxy-1-$\beta$-D-arabinofuranosyl-4-pyridinone

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Synthesis of Substituted Pyridine-2, 4-dione Nucleosides

  • Joon, Joon-Kwang;Won, Jeong-Hee;Park, Jung-Sup;Hwang, Chang-Ho;Chung, K.H.;Ryu, Eung K.
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.87-90
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    • 1992
  • The syntheses of novel heterocyclic base modified pyrimidine nucleosides are described. 5, 6-dimethyl-4-hydroxy-3-methoxy-1-$(\beta$-D-ribofuranosyl)2(1H)-pyridinone 7 was synthesized by condensation of silylated 5, 6-dimethyl4-hydroxy-3-methoxy-2(1H)-pyridione 7 was synthesized by condensation of silylated 5, 6-dimethyl-4-hydroxy-3-methoxy-2(1H)-pyridinone with $\beta$-D-ribofuranose-1-acetate-2, 3, 5-tribenzoate in dichloroethane in the presence of Lewis acid followed by debenzoylation. The 2, 2'-anhydro-5, 6-dimethyl-2-hydroxy-3-methoxy-1-$\beta$-D-arabinofuranosyl-4-pyridinone 8 was obtained from the reaction of the free ribonucleoside 7 and diphenyl carbonate in DMF. None of these compounds showed any significant antiviral ad antitumor activities in vitro tests.

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