Convenient Syntheses of 6-Methylpurine and Related Nucleosides |
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| Authors: | Abdalla E A Hassan Reham A I Abou-elkair John A Montgomery John A Secrist III |
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| Institution: | Drug Discovery Division, Organic Chemistry Department , Southern Research Institute , P. O. Box 55305, Birmingham, AL, 35255-5305, U.S.A. |
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| Abstract: | Abstract Efficient methods for the synthesis of 6-methylpurine (3), 9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methylpurine (8), and 6-methyl-9-β-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. |
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