An alternative route for fondaparinux sodium synthesis via selective hydrogenations and sulfation of appropriate pentasaccharides

Abstract

A new approach for the synthesis of fondaparinux sodium starting from an appropriate protected pentasaccharide is presented. In this procedure, instead of the common last steps: sulfation–hydrogenation–sulfation, reverse ones: hydrogenation–sulfation–hydrogenation, are applied. Fondaparinux is afforded in a satisfactory yield and purity after the selective hydrogenation of the starting pentasaccharide using a continuous flow reactor and one-pot sulfation reaction followed by hydrogenation under catalytic hydrogen transfer conditions.