Synthesis of 2′-β-C-methyl-neplanocin derivatives as anti-HCV agents

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• 作者：Xibin Liao ; Gabor Butora ; David B. Olsen ; Steven S. Carroll ; Daniel R. McMasters ; Joseph F. Leone ; Mark Stahlhut ; George A. Doss ; Lihu Yang ; Malcolm MacCoss
• 关键词：Dual fuel engine ; Honge oil ; Honge oil methyl ester ; Producer gas ; Injection timing ; Injection pressure
• 刊名：Tetrahedron Letters
• 出版年：2008
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：23 June 2008
• 卷：49
• 期：26
• 页码：4149-4152
• 文件大小：186 K

摘要

The synthesis of 2′-β-C-methyl-neplanocin derivatives is described. The key intermediate cyclopentenyl alcohol 12 is prepared from sugar 5 in 12 steps. Coupling of 12 with appropriately protected purine, 7-deaza pyrimidine, uracil and pyrimidine bases via the Mitsunobu reaction followed by deprotection afforded the target cyclopentenyl nucleosides (18–23, 27). The synthesized compounds were evaluated as potential inhibitors of the hepatitis C virus (HCV) in vitro. Unfortunately, none of them show anti-HCV activity below EC₅₀ 100 μM.