Abstract
A reliable and efficient protocol for the synthesis of 2 '-([1,2,3]triazol-1-yl)-2 '-deoxyadenosine derivatives from vidarabine is presented. Vidarabine was converted to 2'-azido-2'-deoxy-3',5-O-(tetraisopropyldisiloxane-1,3-diyl)-adenosine. This azide was used as the starting material for the Cu(I)-catalyzed parallel synthesis of 1,2,3-triazoles using a variety of alkynes. The reactions proceeded in good yield and gave almost exclusively the 1,4-disubstituted 1,2,3-triazoles.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amino Acyl-tRNA Synthetases / antagonists & inhibitors
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Deoxyadenosines / chemical synthesis*
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Deoxyadenosines / chemistry
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Drug Design
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Triazoles / chemical synthesis
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Triazoles / chemistry
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Vidarabine / analogs & derivatives
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Vidarabine / chemistry
Substances
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Deoxyadenosines
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Enzyme Inhibitors
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Triazoles
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Amino Acyl-tRNA Synthetases
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Vidarabine