A Fluorous Phosphate Protecting Group with Applications to Carbohydrate Synthesis

The first fluorous protecting group for phosphate is reported. This group can be used as a facile tag for purification and be removed under mild reducing conditions using zinc and ammonium formate. Synthesis of a disaccharide from Leishmania using this fluorous protecting group demonstrated the group’s stability to the acidic conditions necessary for glycosylation as well as its orthogonality to several other common protecting groups.