Design and synthesis of novel dinucleotide analogs

F. Valiyev*, V. Abbasov, H. J. Liu, F. Y. Tsai

*Corresponding author for this work

Research output: Contribution to journalJournal Article peer-review

Abstract

Syntheses of dinucleotide analogs, (S,R) cis-(4-((4-amino-2-oxopyrimidin- 1(2H)-yl)methyl)-1,3-dioxolan-2-yl)methyl (2R,3R,5R)-2-(hydroxymethyl)-5-(5- methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl hydrogen phosphate (5a) and (S,R) cis-(5-((4-amino-2-oxopyrimidin-1(2H)-yl)methyl)-1,3- oxathiolan-2-yl)methyl (2R,3R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl hydrogen phosphate (5b), were accomplished by the use of a new strategy. The use of phenyldichlorophosphate (Method A) as the coupling reagent was shown to possess superiority relative to the reported use of di(1H-benzo[d][1,2,3]triazol-1-yl)phenyl phosphonate (Method B).

Original languageEnglish
Pages (from-to)597-602
Number of pages6
JournalJournal of the Iranian Chemical Society
Volume7
Issue number3
DOIs
StatePublished - 09 2010

Keywords

  • Anti-HIV
  • Antivirals
  • Dinucleotides
  • Nucleosides
  • Phosphorotriesters

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