title: Introduction of a benzyl group onto the 2'-OH of 6-chloropurine 3'-O-benzoylriboside.
abstract: 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.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, Japan.
authors.forename: Shigetada
authors.initials: S
authors.lastname: Kozai
authors.forename: Tomoyo
authors.initials: T
authors.lastname: Fuzikawa
authors.forename: Keisuke
authors.initials: K
authors.lastname: Harumoto
authors.forename: Tokumi
authors.initials: T
authors.lastname: Maruyama
mesh_terms: D000241:Adenosine; D019905:Benzyl Alcohol; D001593:Benzyl Compounds / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C479238:6-chloropurine 3'-O-benzoylriboside; D001593:Benzyl Compounds; D007202:Indicators and Reagents; D011684:Purine Nucleosides; C024008:6-chloropurine riboside; D000241:Adenosine; D019905:Benzyl Alcohol