Trifluoromethylationon a Nucleoside Sugar Scaffold:Design and Synthesis of 6′-Trifluoromethylcyclopentenyl-purineand -pyrimidine Nucleosides
Based on the promising biological activity of 6′-fluorocyclopentenyl-cytosine and -adenine, we report the design and synthesis of 6′-trifluoromethylcyclopentenyl-pyrimidine and -purine as potential antiviral agents. The introduction of a trifluoromethyl (CF<sub>3</sub>) group onto a sugar scaffold has been achieved using methyl fluorosulfonyldifluoroacetate (Chen’s reagent) as a key step. The resulting trifluoromethylated sugar intermediate provides an efficient pathway for synthesizing various nucleoside analogues, facilitating the expansion of structure–activity relationship studies for neplanocin A analogues.
Publication Details
- Journal
- Figshare
- Published
- 2025-02-27
- DOI
- https://doi.org/10.1021/acs.orglett.5c00325.s001
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00