Method of producing tiazofurin and other C-nucleosides using a single step process wherein the cyano sugar group is converted into thiocarboxamide and subsequently condensed to form an azole ring

摘要

C-nucleosides are synthesised by a method in which a sugar is derivatised in a single step to provide a heterocycle at the C1 position, and then the heterocycle is aromatised in another single step. In one class of preferred embodiments a cyano sugar is converted into thiocarboxamide, and subsequently condensed to form an azole ring. In a second class of preferred embodiments a cyano sugar is condensed with an amino acid to provide the azole ring. In a third class of preferred embodiments a halo sugar is condensed with a preformed heterocycle to provide the azole ring.