Synthesis of bicarbocyclic dideoxynucleosides as potential antiviral agents

✍ Scribed by Qi Chao; Vasu Nair

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 707 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(96)01137-4

✦ Synopsis

Two novel classes of bicarbocyclic dideoxynucleosides have been synthesized for antiviral studies. The key intermediates, 9 and 23, synthesized in multiple steps from readily available monocyclic or bicyclic precursors, were coupled with the desired heterocyclic bases to afford, after further elaboration. the corresponding bicarbocyclic dideoxynucleosides. The structure and stereochemistry of the tosylate intermediates and the target bicarbocyclic dideoxynucleosides were confirmed by extensive ~H and t3C NMR studies including COSY, NOESY, DEPT, and selective INEPT experiments.