The Journal of Organic Chemistry · 2020 · 14 citations · 24 references
Life SciencesBiochemistryBioorganic ChemistryNucleic Acid BiochemistryNucleic Acid ChemistryGlycan BiosynthesisNucleic Acid SynthesisMulti-step SynthesisMultistep SynthesisSugar NucleosidesSugar Nucleotide AnalysisSugar Nucleotide BiosynthesisTuning
The chemical synthesis of sugar nucleotides requires a multistep procedure to ensure a selective reaction. Herein, sugar nucleotides were synthesized in one step using 2-chloro-1,3-dimethylimidazolinium chloride as the condensation reagent. The products were obtained in yields of 12–30%, and the yields were increased to 35–47% by the addition of a tuning reagent. NMR identification of the sugar nucleotides showed that mainly 1,2-trans-glycosides were present. The reported method represents a one-step route to sugar nucleotides from commercially available materials.
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IM van Die · Pure Amsterdam UMC · 2017 · 1.1K citations
Saul Roseman, Jack J. Distler, J. G. Moffatt et al. · Journal of the American Chemical Society · 1961 · 339 citations
Masato Noguchi, Tomonari Tanaka, Hidetoshi Gyakushi et al. · The Journal of Organic Chemistry · 2009 · 187 citations