胸苷,a-(2,6-二氟苯基)-a-(肟基)-,(Z)- | 135073-80-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 中文名称: 胸苷,a-(2,6-二氟苯基)-a-(肟基)-,(Z)-
• 英文名称: 5-(2,6-Difluorobenzoyl)-2'-deoxyuridine oxime
• CAS: 135073-80-2
• 化学式: C₁₆H₁₅F₂N₃O₆
• 分子量: 383.308
• InChiKey: RHAKLQJLAXSQPG-QJPTWQEYSA-N

物化性质

• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.32
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  137.14
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2-脱氧尿苷 、 2,6-Difluorobenzohydroximoyl chloride 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以71%的产率得到胸苷,a-(2,6-二氟苯基)-a-(肟基)-,(Z)-
  参考文献：
  名称：

  Reactivity of nitrile oxides toward the 5,6-double bond of uracil derivatives: synthesis of some 5-aroylpyrimidine nucleoside oximes

  摘要：

  The 5-aroylpyrimidine nucleoside oximes 3-10 were prepared in moderate to good yield by the reaction of the corresponding pyrimidine nucleosides 2a-d with stable nitrile oxides. The nitrile oxides were generated in situ from the corresponding hydroximoyl chlorides 1a-e. From these reactions, only the 1,3-addition products 3-10 were obtained. No products of cycloaddition could be isolated. The 1,3-addition products 3-10 could be formed from the ring-opening reaction of the initially formed 1,3-cycloaddition products. Evidence that supports the proposed mechanism came from experiments that used 1,3-dimethyluracil (13) as the substrate.

  DOI：

  10.1021/jo00030a011