2-((benzyloxy)imino)-2-phenylacetic acid | 5435-47-2

• 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: 2-((benzyloxy)imino)-2-phenylacetic acid
• 英文别名: NCI 21442；2-Phenyl-2-phenylmethoxyiminoacetic acid
• CAS: 5435-47-2
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: GYJYAFJFRHNIBI-UHFFFAOYSA-N

物化性质

• 沸点：
  425.2±38.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-丙烯基苯 、 2-((benzyloxy)imino)-2-phenylacetic acid 在 9-mesityl-10-methylacridinium tetrafluoroborate 、 二苯二硫醚 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以9.091%的产率得到
  参考文献：
  名称：

  Synthesis of α-Benzyloxyamino-γ-butyrolactones via a Polar Radical Crossover Cycloaddition Reaction

  摘要：

  A direct catalytic synthesis of substituted alpha-benzyloxyamino-gamma-butyrolactones is reported, starting from simple oxime acids and alkenes. The substituted O-benzyloxime acid starting materials are cyclized with oxidizable alkenes, via Polar Radical Crossover Cycloaddition (PRCC) reactions. The catalytic reaction is carried out using the Fukuzumi acridinium photooxidant and substoichiometric amounts of a redox-active cocatalyst. The utility of this method has been demonstrated through the use of 3 oxime acids and 19 oxidizable olefins.

  DOI：

  10.1021/acs.orglett.5b03113

文献信息

• Synthesis of α-Benzyloxyamino-γ-butyrolactones via a Polar Radical Crossover Cycloaddition Reaction
  作者：Cortney L. Cavanaugh、David A. Nicewicz

  DOI：10.1021/acs.orglett.5b03113

  日期：2015.12.18

  A direct catalytic synthesis of substituted alpha-benzyloxyamino-gamma-butyrolactones is reported, starting from simple oxime acids and alkenes. The substituted O-benzyloxime acid starting materials are cyclized with oxidizable alkenes, via Polar Radical Crossover Cycloaddition (PRCC) reactions. The catalytic reaction is carried out using the Fukuzumi acridinium photooxidant and substoichiometric amounts of a redox-active cocatalyst. The utility of this method has been demonstrated through the use of 3 oxime acids and 19 oxidizable olefins.