Synthesis of Reversed C-Nucleosides |
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Authors: | Imran Ali Hashmi Firdous Imran Ali Holger Fiest Klaus Peseke |
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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 |
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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. |
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Keywords: | Benzodiazepine dialkyl-3-oxoglutarates enaminoketone D-furanose isophthalic acid reversed C-nucleosides |
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