31652-74-1Relevant articles and documents
Chemoselective N-Deacetylation of Protected Nucleosides and Nucleotides Promoted by Schwartz's Reagent
Ferrari, Valentina,Serpi, Michaela,McGuigan, Christopher,Pertusati, Fabrizio
, p. 799 - 814 (2015/11/17)
Protection and deprotection strategies involving the N-acetyl group are widely utilized in nucleoside and nucleotide chemistry. Herein, we present a mild and selective N-deacetylation methodology, applicable to purine and pyrimidine nucleosides, by means of Schwartz's reagent, compatible with most of the common protecting groups used in nucleoside chemistry.
Hydrothermal deamidation of 4-N-acylcytosine nucleoside derivatives: Efficient synthesis of uracil nucleoside esters
Nowak, Ireneusz,Robins, Morris J.
, p. 4903 - 4905 (2007/10/03)
(Chemical Equation Presented) 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.
Mild, efficient, selective and "green" benzoylation of nucleosides using benzoyl cyanide in ionic liquid
Prasad, Ashok K.,Kumar, Vineet,Maity, Jyotirmoy,Sanghvi, Yogesh S.,Ravikumar, Vasulinga T.,Parmar, Virinder S.
, p. 747 - 751 (2007/10/03)
Use of benzoyl cyanide (BzCN) for benzoylation of nucleosides has been studied, both in pyridine and in ionic liquid. BzCN in 1-methoxyethyl-3- methylimidazolium methanesulfonate as ionic liquid has been found to be a "green" alternative compared to the pyridine-BzCN system. An efficient and selective benzoylation of nucleosides of both, the 2′-deoxy- and the ribo-series at ambient temperature was accomplished. Copyright Taylor & Francis, Inc.