52448-07-4Relevant articles and documents
Propargyl 1,2-orthoesters for a catalytic and stereoselective synthesis of pyrimidine nucleosides
Rao, Boddu Venkateswara,Manmode, Sujit,Hotha, Srinivas
, p. 1499 - 1505 (2015/02/19)
Pyrimidine nucleosides are synthesized by using propargyl 1,2-orthoesters and Au(III) salt as a catalyst. Strategically positioned 1,2-orthoesters are found to yield only 1,2-trans nucleosides and enable preparation of 2′-OH containing pyrimidine nucleosides. The glycosyl donor employed in this study is stable and easily accessible. The identified high-yielding protocol is mild, diastereoselective, and catalytic.
Process for the deoxygenation of nucleosides
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, (2008/06/13)
An efficient process for the deoxygenation of 2'- and or 3'-hydroxyl groups of a nucleoside that includes reacting the hydroxyl group with 3-halopropionitrile or 2-nitroethylhalide and carbon disulfide in base to form a 2'- or 3'-(cyanoethylthio or nitroethylthio)thiocarbonyl, that is reductively eliminated and replaced with hydrogen. The deoxygenation process can be used in a wide variety of nucleoside syntheses that require the elimination of the 2'- or 3'-hydroxyl groups, including the preparation of 3'-substituted-2',3'-dideoxynucleosides such as 3'-azido-3'-deoxythymidine and 3'-azido-2',3'-dideoxyuridine.
Systematic Synthesis and Biological Evaluation of α- and β-D-Xylofuranosyl Nucleosides of the Five Naturally Occurring Bases in Nucleic Acids and Related Analogues
Gosselin, Gilles,Bergogne, Marie-Chistine,Rudder, Jean de,Clercq, Erik De,Imbach, Jean-Louis
, p. 203 - 213 (2007/10/02)
The α- and β-D-xylofuranosyl analogues of the naturally occurring nucleosides, as well as other D-xylofuranosyl derivatives, have been the subject of a systematic synthesis and examination of their biological, i.e. antiviral antimetabolic, and cytostatic