E-4-hydroxybenzaldehyde O-benzyloxime | 214621-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: E-4-hydroxybenzaldehyde O-benzyloxime
• 英文别名: 4-[(E)-phenylmethoxyiminomethyl]phenol
• CAS: 214621-96-2
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: LTAUKNNOIQFLIE-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  E-4-hydroxybenzaldehyde O-benzyloxime 在 potassium tert-butylate 、 2,4,6-三甲基苯磺酰羟胺 、 溶剂黄146 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[(E)-[4-[(E)-phenylmethoxyiminomethyl]phenoxy]iminomethyl]phenol
  参考文献：
  名称：

  Iterative Oxime Bond Chemistry Leads to Protease Inhibitors

  摘要：

  In the present paper, we have looked at iterative coupling as a strategy to form new druglike molecules. We have developed an iterative coupling chemistry based on oxime bond formation between hydroxyaromatic aldehyde building blocks to form linear oxime oligomers. The strategy is validated by the discovery of micromolar protease inhibitors.

  DOI：

  10.1021/ol035867r
• 作为产物：
  描述：

  O-苄基羟胺 、 对羟基苯甲醛 在 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 E-4-hydroxybenzaldehyde O-benzyloxime
  参考文献：
  名称：

  Iterative Oxime Bond Chemistry Leads to Protease Inhibitors

  摘要：

  In the present paper, we have looked at iterative coupling as a strategy to form new druglike molecules. We have developed an iterative coupling chemistry based on oxime bond formation between hydroxyaromatic aldehyde building blocks to form linear oxime oligomers. The strategy is validated by the discovery of micromolar protease inhibitors.

  DOI：

  10.1021/ol035867r

文献信息

• Intermolecular alkyl radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones
  作者：Hideto Miyabe、Ryouhei Shibata、Masato Sangawa、Chikage Ushiro、Takeaki Naito

  DOI：10.1016/s0040-4020(98)00706-6

  日期：1998.9

  Intermolecular carbon radical addition to the carbon-nitrogen double bond of oxime ethers and hydrazones was studied. The reaction of unactivated aldoxime ethers proceeded smoothly in the presence of BF3·OEt2 to give the alkylated products in high yields via the free radical-mediated carbon-carbon bond-forming process.

  研究了肟醚和的碳-氮双键的分子间碳原子加成反应。未活化的醛肟醚的反应在BF 3 ·OEt 2的存在下顺利进行，通过自由基介导的碳-碳键形成过程以高收率得到烷基化产物。