Journal Article

Development of new amination reaction at 4-position of pyrimidine nucleosides

Katsutoshi Tsuchiya and Hironori Komatsu

in Nucleic Acids Symposium Series

Volume 2, issue 1, pages 135-136
Published in print November 2002 | ISSN: 0261-3166
Published online November 2002 | e-ISSN: 1746-8272 | DOI: http://dx.doi.org/10.1093/nass/2.1.135
Development of new amination reaction at 4-position of pyrimidine nucleosides

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A new method for the syntheses of the 4-amino-pyrimidine nucleosides (1a, b) has been developed. The method consists of conversion of uridines into quaternary-ammonium intermediates (4a, b) by the reaction with p-toluenesulfonyl chloride(TsCl) in the presence of tertiary-amines, followed by amination with aq NH3.

The method is expedient for large-scale preparation of cytidines like 2′-deoxycytidine (1a) or 2′-deoxy-5-methylcytidine (1b).

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Subjects: Chemistry ; Bioinformatics and Computational Biology ; Genetics and Genomics ; Molecular and Cell Biology

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