Synthesis of 7-O-(2-deoxy-2-sulfamido-α-d-glucopyranosyl)-4-methylcoumarin sodium salt: a fluorogenic substrate for sulfamidase

The title compound, useful for testing the efficacy of heparin sulfamidase, was synthesized in good yield starting from 2-azido-2-deoxy-3,4,6-tri-O-acetyl-d-glucopyranosyl fluoride, reducing the azido group efficiently with SnCl2–PhSH–Et3N reagent and finally crystallizing the N-sulfated product from methanol after deacetylation.