A simple Preparation of 5'-O-dimethoxytrityl Deoxyribonucleoside 3'-O-Phosphorbisdiethylamidites as Useful Intermediates in the Synthesis of Oligodeoxyribonucleotides and Their Phosphorodiethylamidate Analogs on a Solid Support

Article abstract of DOI:10.1016/S0040-4020(01)81309-0

5'-O-Dimethoxytrityl deoxyribonucleoside 3'-O-phosphorbisdiethylamidites were prepared by the selective phosphitylation of 5'-O-dimethoxytrityl deoxyribonucleosides with tris(diethylamino)phosphine in the presence of amine and tetrazol as catalyst.The bisamidites activated by p-nitrophenyltetrazole can be coupled efficiently with 5'hydroxyl group of nucleoside on a solid support.Oligodeoxyribonucleotides were obtined in high yields.The phosphorodiethylamidate linkage was obtained by non-aqueous oxidation using tert-butyl hydroperoxyde of the phosphordiethylamidite formed after the coupling.