Synthesis of 6-cyanocytidine and its derivatives (nucleosides and nucleotides. XX.

Abstract
Treatment of 5-bromocytidine or its 2', 3', 5'-tri-O-acetate, and 2', 3'-O-isopropylidene derivative with sodium cyanide gave the respective 6-cyanocytidine. Methoxide treatment of the 6-cyano compound gave methyl cytidine-6-carboximidate which was converted to cytidine-6-carboxylic acid. Treatment of 2', 3'-O-isopropylidene-N4-acetyl-5-bromocytidine with sodium cyanide afforded the O6, 5'-cyclo-N4-acetylcytidine through the 6-cyanocytidine as the intermediate.

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