New catalysts and procedures for the dimethoxytritylation and selective silylation of ribonucleosides
- 1 May 1982
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 60 (9) , 1106-1113
- https://doi.org/10.1139/v82-165
Abstract
Procedures have been developed for the selective formation of (a) 2′,5′-silylated ribonucleosides and (b) 3′,5′-silylated ribonucleosides. These procedures also permit the selective silylation at either the 2′- or 3′-position of dimethoxytritylated ribonucleosides. The procedures involve nitrate or perchlorate ion catalysis for selective reaction at 2′-positions and a combination of silver ion and DABCO or 4-nitropyridine N-oxide for selective reaction at the 3′-position. During the course of this work a general and rapid procedure was developed for the preparation and isolation of the 5′-dimethoxytrityl derivatives of the four common ribonucleosides. Silver ion was found to have a marked effect on dimethoxytritylation reactions.This publication has 6 references indexed in Scilit:
- Automated Synthesis of Gene FragmentsScience, 1981
- The chemical synthesis of oligoribonucleotides. IX. A comparison of protecting groups in the dichloridite procedureCanadian Journal of Chemistry, 1980
- The synthesis of oligoribonucleotides VI. The synthesis of a hexadecamer by a block condensation approachCanadian Journal of Chemistry, 1980
- The synthesis of oligoribonucleotides V. The stepwise synthesis of the 3′-terminal heptanucleotide sequence of tRNAfMet from E. coliCanadian Journal of Chemistry, 1979
- The synthesis of oligoribonucleotides. III. The use of silyl protecting groups in nucleoside and nucleotide chemistry. VIIICanadian Journal of Chemistry, 1979
- The synthesis of oligoribonucleotides. II. The use of silyl protecting groups in nucleoside and nucleotide chemistry. VIICanadian Journal of Chemistry, 1978