Abstract
The naturally occurring tRNA nucleoside preQ(0), 7-cyano-7-deazaguanosine, which is a central intermediate for other natural occurring 7-deazapurine nucleosides was synthesized via a copper(I)-ion-mediated iodo→carbonitrile exchange. The reaction was performed on the easily accessible 7-iodo-7-deazaguanosine under microwave conditions. The overall reaction yield was 30% starting with the glycosylation reaction of the nucleobase. Corresponding 2'-deoxyribonucleosides were prepared following the same route.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Copper / chemistry
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Glycosylation
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Guanosine / analogs & derivatives*
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Guanosine / chemical synthesis
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Guanosine / chemistry
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Magnetic Resonance Spectroscopy
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Microwaves*
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Molecular Structure
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Nitriles / chemistry*
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Nucleoside Q / chemical synthesis*
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Nucleoside Q / chemistry
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RNA, Transfer / chemical synthesis*
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RNA, Transfer / chemistry
Substances
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7-cyano-7-deazaguanosine
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7-iodo-7-deazaguanosine
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Nitriles
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Guanosine
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Nucleoside Q
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Copper
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RNA, Transfer