6-azapyrimidine and 7-deazapurine 2 `-deoxy-2 `-fluoroarabinonucleosides: Synthesis, conformation and properties of oligonucleotides

Abstract

The synthesis of 2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl nucleasides (1b, 2b, and 3b) were described and their conformation in solution as well as in the solid state was determined. In addition to this, building blocks 10a,b and 13a,b were prepared and employed in solid-phase oh oligonucleotide synthesis. For compounds la and 1b the lactime proton is protected to avoid unresolved degradation of its phosphoramidites 10a,b. UV-melting studies have been carried out to assess the thermal stability of oligonucleotides containing compounds 1a,b, and 3a,b.