title: Purine and Guanine Thioglycoside Analogs: Novel Synthesis of a New Class of Pyrazolo[1,5-a][1,3,5]Triazine-4-Thioglycoside Derivatives under Microwave Activation.
abstract: 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.
authors.affiliation: a Chemistry Department, Faculty of Science, Helwan University , Helwan , Cairo , Egypt.
authors.forename: Galal
authors.initials: G
authors.lastname: Elgemeie
authors.affiliation: b Green Chemistry Department, National Research Centre , Dokki , Cairo , Egypt.
authors.forename: Mamdouh
authors.initials: M
authors.lastname: Abu-Zaied
mesh_terms: D006147:Guanine / Q000138:chemical synthesis / Q000737:chemistry; D008872:Microwaves; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry; D013865:Thioglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D011684:Purine Nucleosides; D011687:Purines; D011720:Pyrazoles; D013865:Thioglycosides; D014227:Triazines; D006147:Guanine; C030985:purine
keywords: Microwave synthesis; anti-metabolites; purine thioglycoside analogues; sodium cyanocarbonimidodithioate salt; thioglycosides