Literature DB >> 10999252

Convenient syntheses of 6-methylpurine and related nucleosides.

A E Hassan1, R A Abou-Elkair, J A Montgomery, J A Secrist.   

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.

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Year:  2000        PMID: 10999252     DOI: 10.1080/15257770008035035

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  2 in total

1.  Human DNA polymerase alpha uses a combination of positive and negative selectivity to polymerize purine dNTPs with high fidelity.

Authors:  Jeff Beckman; Kristi Kincaid; Michal Hocek; Thomas Spratt; Joachim Engels; Richard Cosstick; Robert D Kuchta
Journal:  Biochemistry       Date:  2007-01-16       Impact factor: 3.162

2.  Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: palladium mediated cross-coupling of organozinc halides with 6-chloropurine nucleosides.

Authors:  Abdalla E A Hassan; Reham A I Abou-Elkhair; James M Riordan; Paula W Allan; William B Parker; Rashmi Khare; William R Waud; John A Montgomery; John A Secrist
Journal:  Eur J Med Chem       Date:  2011-11-04       Impact factor: 6.514

  2 in total

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