Journal of Heterocyclic Chemistry p. 863 - 866 (1995)
Update date:2022-08-16
Topics:
Ozola
Persson
Gronowitz
Hornfeldt
Convenient methods for the preparation of 9-(β-D-ribofuranosyl) derivatives of 8-(2- and 3-thienyl)-2,6-diaminopurine and of 8-(2- and 3-furyl)-2,6-diaminopurine, which are potential antiviral agents has been worked out. The key step was a Pd(0)-catalyzed Stille coupling between 2- and 3-tributylstannylthiophene and 2- and 3-tributylstannylfuran and trimethylsilyl protected 9-(β-D-ribofuranosyl)-2,6-diamino-8-bromopurine. The use of N,N-dimethylformamide as solvent at 110° and dichloro(diphenylphosphine-propane)palladium(II) [PdCl2(dppp)] with cupric oxide as co-reagent was essential in order to obtain a fast reaction and high yields.
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