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)

Full Text: HTML

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.


Related Compounds

  • Zinc bromide
  • 6-Methylpurine

Related Articles:

Asymmetric Rh-catalyzed intermolecular hydroacylation of 1,5-hexadiene with salicylaldehyde.

2009-10-01

[Chem. Pharm. Bull. 57(10) , 1158-60, (2009)]

Palladium-catalyzed cross-coupling of cyclopropylmagnesium bromide with aryl bromides mediated by zinc halide additives.

2010-10-01

[J. Org. Chem. 75(19) , 6677-80, (2010)]

Synthesis of tri- or tetrasubstituted pyrimidine derivatives through the [5+1] annulation of enamidines with either N,N-dimethylformamide dialkyl acetals or orthoesters and their application in a ring transformation of pyrimidines to pyrido[2,3-d]pyrimidin-5-one derivatives.

2011-08-16

[Chemistry 17(34) , 9385-94, (2011)]

Stereoselective glycosylations using benzoylated glucosyl halides with inexpensive promoters.

2008-06-09

[Carbohydr. Res. 343(8) , 1297-308, (2008)]

[Halogenated anesthetic vaporizers: importance of maintenance regulations].

1998-01-01

[Ann. Fr. Anesth. Reanim. 17(7) , 747-9, (1998)]

More Articles...