Hydrothermal Deamidation of
4-N-Acylcytosine Nucleoside
Derivatives: Efficient Synthesis of
Uracil Nucleoside Esters†
Posted on 2005-10-27 - 00:00
N,O-Peracylated cytidine and 2‘-deoxycytidine derivatives in superheated water/DME solutions (oil bath at 125 °C) undergo hydrolytic deamidation
(and/or N-deacylation). Acylated starting materials derived from arylcarboxylic acids give the corresponding uridine esters cleanly, and such
derivatives crystallize selectively from the cooled reaction mixtures in high yields.
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Nowak, Ireneusz; Robins, Morris J. (2016). Hydrothermal Deamidation of
4-N-Acylcytosine Nucleoside
Derivatives: Efficient Synthesis of
Uracil Nucleoside Esters†. ACS Publications. Collection. https://doi.org/10.1021/ol0518378