Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside.

Shigetada Kozai, Tomoyo Fuzikawa, Keisuke Harumoto, Tokumi Maruyama

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, Japan.

Nucleosides, nucleotides & nucleic acids 2003 May-Aug

filter terms:

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.

Citation

Shigetada Kozai, Tomoyo Fuzikawa, Keisuke Harumoto, Tokumi Maruyama. Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside. Nucleosides, nucleotides & nucleic acids. 2003 May-Aug;22(5-8):779-81