tri-O-benzoyl-5-iodo-2'-C-methyluridine | 1203461-95-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: tri-O-benzoyl-5-iodo-2'-C-methyluridine
• 英文别名: [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(5-iodo-2,4-dioxopyrimidin-1-yl)-4-methyloxolan-2-yl]methyl benzoate
• CAS: 1203461-95-3
• 化学式: C₃₁H₂₅IN₂O₉
• 分子量: 696.452
• InChiKey: RFVONPUOANHDDJ-KTWNKCLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tri-O-benzoyl-5-iodo-2'-C-methyluridine 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到5-iodo-2'-C-methyluridine
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2′-C-Methyl Analogues of 5-Alkynyl- and 6-Alkylfurano- and Pyrrolo[2,3-d]Pyrimidine Ribonucleosides

  摘要：

  A series of novel 2'-C-methylribonucleosides, involving 5-iodo and 5-alkynyl uridine analogues as well as related bicyclic furano- and pyrrolo[2,3-d]pyrimidinone compounds, has been synthesized and evaluated for their inhibitory effect on replication of the hepatitis C virus (HCV). The new nucleoside analogues did not show meaningful anti-HCV activity.

  DOI：

  10.1080/15257770903128870
• 作为产物：
  描述：

  5-碘尿嘧啶 、 1,2,3,5-四苯甲酰氧基-2-C-甲基-beta-D-呋喃核糖 在 N,O-双三甲硅基乙酰胺 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 24.33h， 以72%的产率得到tri-O-benzoyl-5-iodo-2'-C-methyluridine
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2′-C-Methyl Analogues of 5-Alkynyl- and 6-Alkylfurano- and Pyrrolo[2,3-d]Pyrimidine Ribonucleosides

  摘要：

  A series of novel 2'-C-methylribonucleosides, involving 5-iodo and 5-alkynyl uridine analogues as well as related bicyclic furano- and pyrrolo[2,3-d]pyrimidinone compounds, has been synthesized and evaluated for their inhibitory effect on replication of the hepatitis C virus (HCV). The new nucleoside analogues did not show meaningful anti-HCV activity.

  DOI：

  10.1080/15257770903128870

文献信息

• Bicyclic Nucleosides and Nucleotides as Therapeutic Agents
  申请人：Francom Paula

  公开号：US20090004138A1

  公开（公告）日：2009-01-01

  The invention relates to the use of bicyclic nucleosides and nucleotides based on formula (II) for the treatment of infectious diseases, and in particular, viral infections.