Nucleosides and Nucleotides. 140. Synthesis and Antileukemic Activity of 5-Carbon-Substituted 1-β-d-Ribofuflranosylimidazole-4-Carboxamides

Abstract

Synthesis of 5-carbon-substituted 1-β-d-ribofuranosylimidazole-4-carboxamides are described. Treatment of 5-iodo derivative 8 with methyl acrylate in the presence of palladium catalyst gave (E)-5-(2-carbomethoxyvinyl)-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxamide (9), followed by appropriate manipulations to afford various 5-carbon-substituted imidazole derivatives 1–7. The antileukemic activities of these imidazole nucleosides are also described.

(1) Part 139: IINO, T., Shuto S., and Matsuda, A. Nucleosides Nucleotides, submitted.

^#This paper is dedicated to Dr. Yoshihisa Mizuno on the occasion of his 74th birthday.

Notes

(1) Part 139: IINO, T., Shuto S., and Matsuda, A. Nucleosides Nucleotides, submitted.

^#This paper is dedicated to Dr. Yoshihisa Mizuno on the occasion of his 74th birthday.