A Convenient Synthesis of the 3'-Terminal Nonaoligoribonucleotide of Rous Sarcoma Virus 35S RNA via the Modified Phosphotriester Approach

Article abstract of DOI:10.1021/jo00157a001

The synthesis of oligoribonucleotide UpUpCpApCpCpApCpA via the phosphotriester approach, which is located at the 3'terminus of Rous sarcoma virus 35S RNA, is described. 5'-O-(Dimethoxytrityl)-2'-O-tetrahydropyranyl-N-acylnucleoside 3'-(4-chlorophenyl 5-chloro-8-quinolyl phosphates) were used as the starting materials .Treatment of the fully protected mononucleotides with 2percent p-toluenesulfonic acid afforded the 5'-hydroxyl nucleotides, whereas treatment with syn-pyridine-2-carboxaldoxime to remove the 4-chlorophenyl group gave the phosphodiesters.The fully protected nona mer was prepared by utilizing these deblocking products.The fully protected nonamer was completely deprotected by treatment with zinc chloride, followed by treatment with base and acid, to give the corresponding oligoribonucleotide.