3',5'-di-O-acetyl-5-[1-(1H,1H,2H,2H-perfluorodecyl)-1H-1,2,3-triazol-4-yl]-2'-deoxyuridine | 1254757-27-1

• 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: 3',5'-di-O-acetyl-5-[1-(1H,1H,2H,2H-perfluorodecyl)-1H-1,2,3-triazol-4-yl]-2'-deoxyuridine
• 英文别名: [(2R,3S,5R)-3-acetyloxy-5-[5-[1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)triazol-4-yl]-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]methyl acetate
• CAS: 1254757-27-1
• 化学式: C₂₅H₂₀F₁₇N₅O₇
• 分子量: 825.436
• InChiKey: XACJFXZBHXXOAC-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  54
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  3',5'-di-O-acetyl-5-[1-(1H,1H,2H,2H-perfluorodecyl)-1H-1,2,3-triazol-4-yl]-2'-deoxyuridine 在 水 、 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 5-[1-(1H,1H,2H,2H-perfluorodecyl)-1H-1,2,3-triazol-4-yl]-2'-deoxyuridine
  参考文献：
  名称：

  Design, synthesis, and anticancer activities of novel perfluoroalkyltriazole-appended 2′-deoxyuridines

  摘要：

  We have focused on the C5-modification of 2'-deoxyuridine with substituted heterocycles for bioactivity, such as antiviral or anticancer activity. Herein, we report a novel class of nucleoside analogues with perfluoroalkyltriazole moiety as an anticancer drug candidate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.126
• 作为产物：
  描述：

  癸烷,10-叠氮-1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟- 、 5-ethynyl-2'-deoxyuridine 在 copper diacetate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 以97%的产率得到3',5'-di-O-acetyl-5-[1-(1H,1H,2H,2H-perfluorodecyl)-1H-1,2,3-triazol-4-yl]-2'-deoxyuridine
  参考文献：
  名称：

  Design, synthesis, and anticancer activities of novel perfluoroalkyltriazole-appended 2′-deoxyuridines

  摘要：

  We have focused on the C5-modification of 2'-deoxyuridine with substituted heterocycles for bioactivity, such as antiviral or anticancer activity. Herein, we report a novel class of nucleoside analogues with perfluoroalkyltriazole moiety as an anticancer drug candidate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.126