Title of article :
Synthesis of 9-[2-O-(2-Methoxyethyl)-β-D-Ribofuranosyl]purines Using 1-Methanesulfonyloxy-2-Methoxyethane
Author/Authors :
Sivets, Grigorii G. National Academy of Sciences - Institute of Bioorganic Chemistry, Belarus , Vepsäläinen, Jouko University of Kuopio - Department of Chemistry, Finland , Mikhailopulo, Igor A. National Academy of Sciences - Institute of Bioorganic Chemistry, Belarus , Mikhailopulo, Igor A. University of Kuopio - Department of Pharmaceutical Chemistry, Finland
Abstract :
1-Methanesulfonyloxy-2-methoxyethane (1; MsO-MOE) was used for alkylation of adenosine and2-aminoadenosine. 2’-O-MOE derivatives of adenosine (3), 2-aminoadenosine (7) and guanosine (10) have been prepared in 47, 44 and 81% isolated yields, respectively. The stereochemistry of the pentofuranose rings of the isomeric 2’-O-MOE and 3’-O-MOE purine nucleosides is very similar and, moreover, alkylation of either 2’- or 3’-hydroxyls has practically no effect upon the stereochemistry of the parent nucleosides.
Keywords :
Nucleosides , purine , 2’ , O , MOE derivatives , 1 , methanesulfonyloxy , 2 , methoxyethane , stereochemistry
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
