Document Type
Article
Publication Date
4-22-2015
Abstract
Dinucleoside phosphorochloridite was synthesized from phosphorus trichloride and three nucleoside analogs, 3′-fluoro-2′,3′-dideoxythymidine (FLT), 2′,3′-dideoxy-5-fluoro-3′-thiacytidine (FTC), and 2′,3′-dideoxy-3′-thiacytidine (3TC), in a multistep synthesis. Polymer-bound N-Boc p-acetoxybenzyl 5′-O-2′-deoxythymidine was reacted with dinucleoside phosphorochloridite in the presence of 2,6-lutidine, followed by the reaction with dodecyl alcohol and 5-(ethylthio)-1H-tetrazole, oxidation with tert-butyl hydroperoxide, and acidic cleavage, respectively, to afford the β-triphosphotriester derivatives containing three different nucleosides.
Recommended Citation
Y. Beni, C. Dash, K. Parang, "Synthesis of β-triphosphotriester pronucleotides", Tetrahedron Letters, Volume 56, Issue 17, 2015, Pages 2247-2250, ISSN 0040-4039, https://doi.org/10.1016/j.tetlet.2015.03.036.