Abstract
The synthesis of the novel 2',3'-cyclopropane nucleoside 3'-deoxy-3'-C-hydroxymethyl-2',3'-methylene-uridine is described. Stereoselective construction of the cyclopropane ring was achieved via Simmons-Smith cyclopropanation of a benzyl protected silyl enol ether, which was itself derived from 1,2-O-isopropylidene-α-D-xylofuranose.
MeSH terms
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Cyclopropanes / chemistry*
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Molecular Structure
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Monosaccharides / chemistry
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Stereoisomerism
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Uridine* / analogs & derivatives
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Uridine* / chemical synthesis
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Uridine* / chemistry
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Uridine* / pharmacology
Substances
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1,2-isopropylidene-alpha-D-xylofuranose
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3'-deoxy-3'-C-hydroxymethyl-2',3'-methylene-uridine
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Cyclopropanes
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Monosaccharides
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cyclopropane
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Uridine