Synthesis of 1,1,2-trisubstituted cyclopropane nucleosides in enantiomerically pure forms |
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| Authors: | Daichi Fushihara Hayato Fukuda Hiroshi Abe |
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| Institution: | 1. Faculty of Pharmaceutical Sciences, Center for Research and Education on Drug Discovery, Hokkaido University, Sapporo, Japan;2. Graduate School of Sciences, Nagoya University, Nagoya, Japan;3. Graduate School of Sciences, Nagoya University, Nagoya, Japan |
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| Abstract: | AbstractDue to the unique rigid and small steric feature of cyclopropane, cyclopropane nucleosides (CPNs) in which the ribose (deoxyribose) of nucleosides are replaced by a hydroxy-substituted cyclopropane, are of great biological interest. Novel 1,1,2-trisubstituted cyclopropane nucleosides were synthesized in enantiomerically pure forms as potential antiviral agents. In the synthesis, two cyclopropane tosylates, which were prepared from chiral cyclopropane lactones previously reported by us, were used effectively as common intermediates for the CPNs. These CPNs are also potentially useful as nucleoside units to incorporate into oligonucleotides in nucleic acids chemotherapy studies. |
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| Keywords: | Cyclopropane nucleoside carbocyclic nucleoside |
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