Convenient syntheses of 6-methylpurine and related nucleosides

Citation
Aea. Hassan et al., Convenient syntheses of 6-methylpurine and related nucleosides, NUCLEOS NUC, 19(7), 2000, pp. 1123-1134
Citations number
32
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
19
Issue
7
Year of publication
2000
Pages
1123 - 1134
Database
ISI
SICI code
1525-7770(2000)19:7<1123:CSO6AR>2.0.ZU;2-8
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-ribofur anosylpurine (5) are described. Methodology involving the (Ph3P)(4)Pd catal yzed cross-coupling reaction of CH3ZnBr with several different 6-chloropuri ne derivatives is described in high yield. This methodology now provides a facile and high-yielding synthesis of 8, which is needed in significant amo unts for studies in cancer gene therapy.