187964-48-3Relevant academic research and scientific papers
A facile preparation of some novel Class II mesoionic xanthine acyclonucleosides
Giandinoto,Mbagwu,Robinson,Ferguson,Nunez
, p. 1839 - 1824 (1996)
The synthesis of the first examples of Class II mesoionic xanthine acyclonucleosides is described. A series of mesoionic anhydro-(8-methoxyalkyl-5-hydroxy-7-oxothiazolo[3,2-a]pyrimidinium hydroxides), Class II mesoionic analogs isoconjugate with xanthine, were prepared by the thermal condensation of methoxyalkyl-2-aminothiazoles with substituted bis(2,4,6-trichlorophenyl)malonic esters. The methoxyalkyl-2-aminothiazoles were prepared via an aromatic nucleophilic substitution reaction between 2-bromothiazole and the appropriate methoxyalkylamine in excess. The resulting 8-methoxyalkyl-substitutad mesoionic xanthines were demethylated using iodotrimethylsilane in acetonitrile at room temperature to afford the corresponding mesoionic anhydro-(8-hydroxyalkyl-5-hydroxy-7-oxothiazolo[3,2-a]pyrimidinium hydroxides) as the Class II mesoionic xanthine acyclonucleosides.
