Synthesis and Antiviral Evaluation of Novel Acyclic Nucleosides

• DOI: 10.5012/bkcs.2003.24.9.1284
• Publication Date: 2010-07-08T02:51:22Z
• Authors: Joon Ho Hong; Ok Hyun Ko
• Keywords: Base (topology); Quaternary carbon; Deblocking filter

A very short and concise synthetic route for a novel acyclic version of d4T is described. The required quaternary carbon was successfully installed using [3,3]-sigmatropic rearrangement. condensation the mesylates 16-18 with an adenine base under standard nucleophilic substitution conditions (<TEX>$K_2CO_3$</TEX>, 18-Crown- 6, DMF) in addition to deblocking afforded target nucleosides 22-24. In addition, antiviral evaluations against various viruses were performed.