Nucleotides. Part XL. O2: 5'-cyclouridine and a synthesis of isocytidine

Brown, D. M. ; Todd, Alexander R. ; Varadarajan, S. (1957) Nucleotides. Part XL. O2: 5'-cyclouridine and a synthesis of isocytidine Journal of the Chemical Society, 1957 . pp. 868-872. ISSN 0368-1769

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1957...

Related URL: http://dx.doi.org/10.1039/JR9570000868

Abstract

5'-Deoxy-5'-iodo-2': 3'-O-isopropylideneuridine (I) when treated with silver acetate in methanol gives 2': 3'-O-isopropylideneuridine, and base-catalysed methanolysis leads to 2': 3'-O-isopropylidene-O2- methyl-uridine which is converted by methanolic ammonia into 2': 3'-isopropylidene-isocytidine (IV). Acid- hydrolysis of (IV)yields isocytidine. Analogous transformation are described with 2': 3'-di-O-acetyluridine derivatives.

Item Type:Article
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