title: Synthesis of cyclobutane nucleosides.
abstract: 2-(6-Chloropurinyl)-3-benzoyloxymethylcyclobutanone can be prepared by reaction of 6-chloropurine with 3-benzoyloxymethyl-2-bromocyclobutanone. The N-alkylation gave both N-9 and N-7 regioisomers. Both regioisomers upon hydride reduction followed by aminolysis gave the corresponding adenine nucleoside analogues. However, the N-7 series led to the hypoxanthine analogues as byproducts.
authors.affiliation: Department of Chemistry, York University, Toronto, Ontario, Canada.
authors.forename: Abdelaziz
authors.initials: A
authors.lastname: Ebead
authors.forename: Rene
authors.initials: R
authors.lastname: Fournier
authors.forename: Edward
authors.initials: E
authors.lastname: Lee-Ruff
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives; D000478:Alkylation; D003503:Cyclobutanes / Q000138:chemical synthesis / Q000737:chemistry*; D007536:Isomerism; D008958:Models, Molecular; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D003503:Cyclobutanes; D009705:Nucleosides; D000225:Adenine