Synthesis of 3'-trifluoromethyl nucleosides as potential antiviral agents

Article abstract of DOI:10.1080/15257770008035023

1,2-Di-O-acetyl-3-deoxy-3-trifluoromethyl-5-O-benzoyl-β-D-ribofuranose was synthesized from the precursor keto sugar by the use of Ruppert's reagent (CF₃SiMe₃) as the source of a nucleophilic trifluoromethyl group. Coupling of this trifluoromethyl sugar with nucleobases and elaboration gave novel deoxy and dideoxynucleosides. A single crystal X-ray analysis confirmed the structure and stereochemistry. The deoxynucleosides were converted through an elimination reaction to their dideoxydidehydro derivatives.

Full text of DOI:10.1080/15257770008035023

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Nucleosides, Nucleotides and Nucleic
Acids
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Synthesis of 3′-Trifluoromethyl
Nucleosides as Potential Antiviral Agents
Pawan K. Sharma a & Vasu Nair a
a Department of Chemistry , University of Iowa , Iowa City, Iowa,
52242, U. S. A
Published online: 24 Sep 2006.
To cite this article: Pawan K. Sharma & Vasu Nair (2000) Synthesis of 3′-Trifluoromethyl Nucleosides
as Potential Antiviral Agents, Nucleosides, Nucleotides and Nucleic Acids, 19:4, 757-774, DOI:
10.1080/15257770008035023
To link to this article: http://dx.doi.org/10.1080/15257770008035023
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