Kozai Shigetada, Fuzikawa Tomoyo, Harumoto Keisuke, Maruyama Tokumi
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, Japan.
Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):779-81. doi: 10.1081/NCN-120022633.
A new method to introduce a benzyl group onto the 2'-OH of purine ribonucleoside is described. Thus, 6-chloropurine 3'-O-benzoylriboside and its 5'-O-trityl congener were condensed with benzyl alcohol using the Mitsunobu reaction to give the 2'-O-benzyl derivative. The yields were varied from 4.6 to 62.9% depending on the solvent. The product was converted to adenosine, indicating that the stereochemistry at C-2' is retained.