Dimethyl 1,2,4,5-Tetrazine-3,6-dicarboxylate

First representatives of C-glycosyl 1,2,4,5-tetrazines: synthesis of 3-β-d-glucopyranosyl 1,2,4,5-tetrazines and their transformation into 3-β-d-glucopyranosyl pyridazines

“…A 3-glycofuranosyl isoxazoline was also used as the starting material for a similar synthesis of 3-glycosyl pyridazines. 47 The more frequent 4-glycosyl pyridazines were mostly obtained by cycloadditions of glycofuranosyl ethynes with 3,6-disubstituted-1,2,4,5-tetrazines, 48–53 and similar reactions of glycopyranosyl ethynes are also known. 52 In addition, a 3-glycofuranosyl furane → 1,4-dicarbonyl compound → ring closure by hydrazine route towards 4-glycosyl pyridazines was also described.…”