5-Fluoro-4-tosyloxypentyl pivalate has been synthesized in four steps from 2-(fluoromethyl)tetrahydrofuran. Condensation with 2-amino-6-chloropurine gave the N-9 derivative, which was converted via the 6-methoxy analogue into 9-(1-fluoro-5-hydroxypentan-2-yl)-9H-guanine. The latter was evaluated, and found inactive, in a large variety of antiviral assays.
M. Lewis, T. B. H. McMurry and E. De Clercq, J. Chem. Soc., Perkin Trans. 1, 1993, 2107 DOI: 10.1039/P19930002107
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