Synthesis of fluorophosphonylated acyclic nucleotide analogues via copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition.
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Summary
The key step of the synthesis involves a copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition between difluorophosphonylated azides and propargylated nucleobases derived from thymine and 2-amino-6-chloropurine.
- Type
- article
- Published
- 2009-10-14
- Cited by
- 24
- References
- 73
- OpenAlex
- https://openalex.org/W19830299
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:9163519
Keywords
Computer science
References
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- Synthesis of 1,2,3-triazolo-carbanucleoside analogues of ribavirin targeting an HCV in replicon.
- Isopolar vs Isosteric Phosphonate Analogues of Nucleotides
- Preparation of acyclo nucleoside phosphonate analogues based on cross-metathesis
- A concise route for the preparation of nucleobase-simplified cADPR mimics by click chemistry
- Synthesis of a fluorescence-labeled K30 antigen repeating unit using click chemistry.
Cited by
- Straightforward synthesis of triazoloacyclonucleotide phosphonates as potential HCV inhibitors.
- Phosphonylated Acyclic Guanosine Analogues with the 1,2,3-Triazole Linker
- Design, Synthesis, Antiviral, and Cytotoxic Evaluation of Novel Phosphonylated 1,2,3-Triazoles as Acyclic Nucleotide Analogues
- Good partnership between sulfur and fluorine: sulfur-based fluorination and fluoroalkylation reagents for organic synthesis.
- Azido derivatives of geminal bis(alkoxy-NNO-azoxy)compounds
- Synthesis of modified triazole nucleosides possessing one or two base moieties via a click chemistry approach
- Design, synthesis, antiviral and cytostatic activity of ω-(1H-1,2,3-triazol-1-yl)(polyhydroxy)alkylphosphonates as acyclic nucleotide analogues
- Synthesis of new C5-(1-substituted-1,2,3-triazol-4 or 5-yl)-2'-deoxyuridines and their antiviral evaluation.
- Difluoromethylenephosphonates: synthesis and transformations
- Nitroxide-fluorophore double probes: a potential tool for studying membrane heterogeneity by ESR and fluorescence.
- Synthesis of gem-difluorinated 1,6-naphthyridine-5,7-diones
- Synthesis of 1,2,3-triazolo-nucleosides via the post-triazole N-alkylation
- Efficient one-pot synthesis of polysubstituted 6-[(1 H -1,2,3-triazol-1-yl)methyl]uracils through the “click” protocol
- Synthesis and Bioactivity of Novel Trisubstituted Triazole Nucleosides
- Fluorophosphonylated Monomers for Dental Applications
- Fluorophosphonylated nucleoside derivatives as new series of thymidine phosphorylase multisubstrate inhibitors.
- Microwave-assisted synthesis of dialkyl ω-azidoalkylphosphonates
- α,α-Difluoro-β-iminophosphonates, an alternative strategy towards the synthesis of α,α-difluoro-β-aminophosphonate derivatives
- Design, Synthesis, and the Biological Evaluation of a New Series of Acyclic 1,2,3‐Triazole Nucleosides
- Synthesis of nucleoside phosphonate analogs having phosphonodifluoromethylene moieties and their biological activities
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