Synthesis of carbohydrate methyl phosphoramidates.

A two-step route for introducing methyl phosphoramidate moieties onto carbohydrates is reported. The approach uses methyl pivolyl H-phosphonate as the phosphorylating reagent to produce an isolable carbohydrate H-phosphonate intermediate that is then oxidized by a Todd–Atherton reaction. The stability of the product methyl phosphoramidates was subsequently evaluated using various deprotection strategies.