ChemInform Abstract: Synthesis of Oligodeoxyribonucleotides Involving a Rapid Procedure for Removal of Base-Protecting Groups by Use of the 4,4′,4"-Tris(benzoyloxy)trityl (TBTr) Group.

ChemInform Abstract

The utility of TBTr protection in the synthesis of nucleotide oligomers is described. T0 preclude possible side-reactions at the guanine moiety, its reactive sites are first blocked by converting (Ic) to the glyoxal adduct (Id); the TBTr derivatives (I) are then transformed to the fully protected-amidites (IX) by successive treatment with (VI) and (VIII). A11 protecting groups (and the CPG gel in a poIymer-supported synthesis) can be easily removed as demonstrated for the preparation of the oligodeoxyribonucleotide (XI) from the corresponding protected tetramer (X), which is obtained by Iinking po1ymer-bound DMTr-protected thymidine with (IXb), (IXa) and (IXd) (detailed discussion of condensation procedures).