The acetalization of Hecogenyl beta-O-cellobioside (I) with 4-methoxybenzaldehyde diethyl acetal (II) by means of pyridinium tosylate in THF gives the acetal (III), which is acylated with 2-methoxyacetyl chloride (IV) by means of pyridine and DMAP in dichloromethane yielding the pentaacetate (V). The elimination of the acetal group of (V) with H2 over Pd/C in ethyl acetate affords the dihydroxy compound (VI).
Intermediate (VI) is treated with 2-fluorophenyl isocyanate (VII) and CuCl in DMF to give the bis carbamate (VIII). Finally, this compound is deacetylated with NH4OH in THF.