USE OF 3,4-DIMETHOXYBENZYL GROUP AS A PROTECTING GROUP FOR THE 2'-HYDROXYL GROUP IN THE SYNTHESIS OF OLIGORIBONUCLEOTIDES

Article abstract of DOI:10.1246/cl.1986.1005

The 3,4-dimethoxybenzyl group was introduced to the 2'-hydroxyl group by the reaction of nucleosides with 3,4-dimethoxybenzyl trichloroacetimidate or 3,4-dimethoxybenzyl bromide-NaH.Further, this group can be used as a protecting group for the O⁶-amide group of the guanine residue.The protected nucleosides are useful starting materials for the synthesis of oligoribonucleotides.The 3,4-dimethoxybenzyl group was removed rapidly from the oligoribonucleotides by treatment with oxidizing agents without any damage to the glycosidic bonds.