Monomers containing 2′-O-alkoxymethyl groups as synthons for the oligonucleotide synthesis by the phosphotriester method

Author： Aralov A.   Klykov V.   Chakhmakhcheva O.   Efimov V.  

Publisher： MAIK Nauka/Interperiodica

ISSN： 1068-1620

Source： Russian Journal of Bioorganic Chemistry, Vol.37, Iss.5, 2011-09, pp. : 586-592

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Abstract

A general scheme for the synthesis of ribonucleotides containing an alkoxymethyl group at the 2′-O-position of ribose and an O-nucleophilic catalytic 4-methoxy-1-oxido-2-picolyl phosphate-protecting group has been developed for the introduction into oligonucleotides during their solid-phase synthesis by the phosphotriester method. The scheme has been tested in the synthesis of monomers with 2′-O-modifying groups as examples: 2-azidoethoxymethyl, propargyloxymethyl, and 3,4-cyclocarbonatebutoxymethyl groups.

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