Journal
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
Volume 34, Issue 12, Pages 834-847Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/15257770.2015.1078470
Keywords
Microwave synthesis; purine thioglycoside analogues; thioglycosides; sodium cyanocarbonimidodithioate salt; anti-metabolites
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A first microwave-assisted synthesis of a new class of novel purine thioglycoside analogues from readily available starting materials has been described. The key step of this protocol is the formation of sodium pyrazolo[1,5-a][1,3,5]triazine-4-thiolates via condensation of 5-amino-1H-pyrazoles with sodium cyanocarbonimidodithioate salt under microwave irradiation, followed by coupling with halo sugars to give the corresponding purine thioglycoside analogues. Further studies on the application of this method for the synthesis of other highly functionalized biologically active glycosides are underway.
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