N-(4-Chloro-benzyl)-4-{2,2,2-trifluoro-1-[(Z)-hydroxyimino]-ethyl}-benzamide | 499137-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Chloro-benzyl)-4-{2,2,2-trifluoro-1-[(Z)-hydroxyimino]-ethyl}-benzamide
• CAS: 499137-79-0
• 化学式: C₁₆H₁₂ClF₃N₂O₂
• 分子量: 356.732
• InChiKey: UEURHFQRLLZKJO-UHFFFAOYSA-N

物化性质

• 沸点：
  482.8±45.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  61.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(4-Chloro-benzyl)-4-{2,2,2-trifluoro-1-[(Z)-hydroxyimino]-ethyl}-benzamide 在 {4-[4-cyano-3-F-C₄H₃C(O)]piperazin-1-ylcarbonyl}polystyrene 、 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二甲基亚砜 、 水 为溶剂， 反应 16.0h， 生成 N-(4-Chloro-benzyl)-4-(2,2,2-trifluoro-acetyl)-benzamide
  参考文献：
  名称：

  Application of Aryloximes as Solid-Phase Ketone Linkers

  摘要：

  In both solution and the solid phase, a variety of ketone oxime anions have been treated with 4-substituted-2-fluorobenzonitriles to give the corresponding nucleophilic aromatic substitution aryloxime adducts. Under aqueous acidic conditions, these adducts underwent cyclization to give the corresponding ketones. Suzuki and amide coupling reactions were also successfully performed on two resin-bound oximes followed by subsequent cyclorelease to give ketone product in good yields and purities.

  DOI：

  10.1021/ol026913a
• 作为产物：
  描述：

  N-(4-Chloro-benzyl)-4-(2,2,2-trifluoro-acetyl)-benzamide 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 N-(4-Chloro-benzyl)-4-{2,2,2-trifluoro-1-[(Z)-hydroxyimino]-ethyl}-benzamide
  参考文献：
  名称：

  Application of Aryloximes as Solid-Phase Ketone Linkers

  摘要：

  In both solution and the solid phase, a variety of ketone oxime anions have been treated with 4-substituted-2-fluorobenzonitriles to give the corresponding nucleophilic aromatic substitution aryloxime adducts. Under aqueous acidic conditions, these adducts underwent cyclization to give the corresponding ketones. Suzuki and amide coupling reactions were also successfully performed on two resin-bound oximes followed by subsequent cyclorelease to give ketone product in good yields and purities.

  DOI：

  10.1021/ol026913a