Synthesis of Abietane-derived Disulfides with Monosaccharide Fragments.

A series of asymmetric disulfides was obtained in yields of 38–50% by the co-oxidation of a mixture of diterpene abietane-derived thiols and thiols synthesized from protected monosaccharides with galacto-, fructo-, and glucopyranose and ribofuranose fragments. After removal of the acetyl protection in the disulfide containing 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose and dehydroabietane moieties, a disulfide with free glucose hydroxyl groups was obtained in a yield of 94%. [ABSTRACT FROM AUTHOR]