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Synthesis of Reversed C-Nucleosides
Authors:Imran Ali Hashmi  Firdous Imran Ali  Holger Fiest  Klaus Peseke
Institution:1. Department of Chemistry , University of Karachi , Karachi, Pakistan;2. University of Rostock, Institute for Chemistry , Rostock, Germany imran_ali_hashmi@yahoo.com;4. Department of Chemistry , University of Karachi , Karachi, Pakistan;5. University of Rostock, Institute for Chemistry , Rostock, Germany
Abstract:A number of C-nucleoside analogs of the D-furanose series were synthesized by using push–pull activated monosaccharide α-dimethylaminomethyleneulose (1) as a precursor. Enaminoketone 1 was reacted with o-phenylenediamine, cyanamide, and dialkyl-3-oxoglutarates to obtain benzodiazepine nucleoside analog 2, reversed C-nucleoside analog with pyrimidine ring 3, and isophthalic acid derivative 4, respectively.
Keywords:Benzodiazepine  dialkyl-3-oxoglutarates  enaminoketone  D-furanose  isophthalic acid  reversed C-nucleosides
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