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Synthesis of Cyclobutane Nucleosides
Authors:Abdelaziz Ebead  Rene Fournier  Edward Lee-Ruff
Institution:Department of Chemistry , York University , Toronto, Ontario, Canada
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.
Keywords:Carbocyclic nucleosides  cyclobutane nucleosides  cyclobutanone
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