A Procedure for Facile Synthesis of Nucleosides Using N, O-Bistrimethylsilylacetamide in the Presence of Natural Phosphate Coated with Potassium Iodide

Laila      Baddi; Michael      Smietana; Said      Sebti; Jean-Jacques      Vasseur; Hassan      B. Lazrek

doi:10.2174/157017810791112441

Abstract

Several α-D/L-arabino and β-D/L- xylonucleosides were synthesized in good yields under mild conditions by N-glycosylation of 1-O-acetyl D/L- arabino, and xylofuranose, with silylated nucleobases (uracil, thymine and 6- azauracil) in acetonitrile using natural phosphate (NP) coated with potassium iodide in BSA as catalyst.

Keywords: N-Glycosylation, D/L nucleosides, natural phosphate, catalyst

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Letters in Organic Chemistry

Title: A Procedure for Facile Synthesis of Nucleosides Using N, O-Bistrimethylsilylacetamide in the Presence of Natural Phosphate Coated with Potassium Iodide

Volume: 7 Issue: 3

Author(s): Laila Baddi, Michael Smietana, Said Sebti, Jean-Jacques Vasseur and Hassan B. Lazrek

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Keywords: N-Glycosylation, D/L nucleosides, natural phosphate, catalyst

Abstract: Several α-D/L-arabino and β-D/L- xylonucleosides were synthesized in good yields under mild conditions by N-glycosylation of 1-O-acetyl D/L- arabino, and xylofuranose, with silylated nucleobases (uracil, thymine and 6- azauracil) in acetonitrile using natural phosphate (NP) coated with potassium iodide in BSA as catalyst.

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Baddi Laila, Smietana Michael, Sebti Said, Vasseur Jean-Jacques and B. Lazrek Hassan, A Procedure for Facile Synthesis of Nucleosides Using N, O-Bistrimethylsilylacetamide in the Presence of Natural Phosphate Coated with Potassium Iodide, Letters in Organic Chemistry 2010; 7 (3) . https://dx.doi.org/10.2174/157017810791112441