Derivatives of 2,6-Diazidopurine and 2,6-Bis-(1,2,3-Triazol-1-yl) Purine as Useful Intermediates in the Synthesis of Modified Purine Nucleosides

16th Symposium on Chemistry of Nucleic Acid Components: Collection Symposium Series (M.Hocek, Ed.) 2014
Irina Novosjolova, Ērika Bizdēna, Māris Turks

Novel 2,6-bis-(1,2,3-triazol-1-yl)purine, N6-substituted-2-(1,2,3-triazol-1-yl)adenine and 6-alkyl/arylthio-2-(1,2,3-triazol-1-yl)purine and 2-alkylthio-6-(1,2,3-triazol-1-yl)purine nucleosides were synthesized. 2,6-Bis-(1,2,3-triazol-1-yl)purine nucleosides were obtained from 2,6-diazido compounds via copper (I) catalyzed azide-alkyne cycloaddition reactions. The bis-triazolyl derivatives appeared to be very reactive towards N- and S-nucleophiles. 2-Alkylthio-6-(1,2,3-triazol-1-yl)purine nucleosides were obtained in the reactions of 2,6-diazidopurines and thiols, and subsequent “click” reactions with terminal alkynes.

Atslēgas vārdi
purine nucleosides, bis-triazolyl derivatives, nucleophilic aromatic substitution

Novosjolova, I., Bizdēna, Ē., Turks, M. Derivatives of 2,6-Diazidopurine and 2,6-Bis-(1,2,3-Triazol-1-yl) Purine as Useful Intermediates in the Synthesis of Modified Purine Nucleosides. No: Collection Symposium Series. Vol.14. M.Hocek red. Prague: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2014. 332.-336.lpp. ISBN 978-80-86241-50-0.

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