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