Selective N-sulfation of glucosamine derivatives using phenyl chlorosulfate in non-aqueous solvent

Abstract

The selective N-sulfation of 2-amino-2-deoxy-D-glucopyranose derivatives having unprotected hydroxyl groups with phenyl chlorosulfate and triethylamine in anhydrous organic solvent followed by addition of aqueous sodium bicarbonate affords high yields of the 2-deoxy-2-sulfoamino-D-glucopyranose products.