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Synthesis Of Acyclic C-Glycosyl Nucleosides And Derivatives Of N-Glycosyl-2-Substituted Thiosemicarbazides

Posted on:2004-02-12Degree:MasterType:Thesis
Country:ChinaCandidate:Y HuangFull Text:PDF
GTID:2121360092490189Subject:Organic Chemistry
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Carbohydrates are useful molecules to creatures. C-nucleosides are known nucleoside analogues, a number of nucleoside analogues have been found to show a broad spectrum of biological activity. Acyclic nucleosides constitute an important family of chemotherapeutic agents, effective against herpes and cytomegaloviras infections. Isothiocyanates are attractive intermediate in organic chemistry due to their availability and cycloadditions. Thiosemicarbazides have also many strong biological activities. There were some reports about one pot synthesis acyclic C-nucleosides. There were also some reports about preparation the derivatives of glycosyl thiosemicarbazides through the reaction of glycosyl isothiocyanates with substituted hydrazines. But the reaction on glycosyl isothiocynates with heterocyclic substituted hydrazines incorporating benzothiazole or 1,3,4-oxadiazole or 4-substituted thiosemicarbazides have not been reported in the literature.The thesis is composed of three parts and 42 new compounds have been synthesized.1: Review on the development and actuality in acyclic C-nucleosides, glycosylthiosemicarbazides, benzothiazoles and 1,3,4-oxadiazole 2: .8 aldose hydrazones and 8 acyclic C-nucleosides are synthesized using thereaction aldose with 2-hydrazinyl-4/6-substituted benzothiazole. 3: 26 the derivatives of thiosemicarbazides incorporating glycosyl aresynthesized.All the compounds synthesized were conformed by the data of 'H NMR, IR, MS (ESI), and elemental analysis.
Keywords/Search Tags:Acyclic C-nucleoside, glycosyl isothiocyanate, glycosyl thiosemicarbazide, synthesis
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