title: Antimetabolites: A First Synthesis of a New Class of Cytosine Thioglycoside Analogs.
abstract: A first synthesis of a new class of novel cytosine thioglycoside analogs from readily available starting materials has been described. The key step of this protocol is the formation of sodium pyrimidine-4-thiolate via condensation of N'-arylidene-2-cyanoacetohydrazides with sodium cyanocarbonimidodithioate salt, followed by coupling with halo sugars to give the corresponding cytosine thioglycoside analogs. Ammonolysis of the latter compounds afforded the free thioglycosides.
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 Center , Dokki , Giza , Egypt.
authors.forename: Mamdouh
authors.initials: M
authors.lastname: Abu-Zaied
authors.affiliation: a Chemistry Department , Faculty of Science, Helwan University , Helwan , Cairo , Egypt.
authors.forename: Rasha
authors.initials: R
authors.lastname: Azzam
mesh_terms: D000963:Antimetabolites / Q000138:chemical synthesis*; D003596:Cytosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013865:Thioglycosides / Q000138:chemical synthesis*
chemical_list: D000963:Antimetabolites; D013865:Thioglycosides; D003596:Cytosine
keywords: N′-arylidene-2-cyanoacetohydrazides; antimetabolites; cyanocarbonimidodithioate salt; pyrimidine thioglycosides