Nucleosides, Nucleotides & Nucleic Acids 2000-07-01

Convenient syntheses of 6-methylpurine and related nucleosides.

A E Hassan, R A Abou-Elkair, J A Montgomery, J A Secrist

Index: Nucleosides Nucleotides Nucleic Acids 19(7) , 1123-34, (2000)

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Abstract

Efficient methods for the synthesis of 6-methylpurine (3), 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methylpurine (8), and 6-methyl-9-beta-D-ribofuranosylpurine (5) are described. Methodology involving the (Ph3P)4Pd catalyzed cross-coupling reaction of CH3ZnBr with several different 6-chloropurine derivatives is described in high yield. This methodology now provides a facile and high-yielding synthesis of 8, which is needed in significant amounts for studies in cancer gene therapy.