(E)-diethyl 1-hydroxy-3-(2-nitrophenyl)allylphosphonate | 1611494-49-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-diethyl 1-hydroxy-3-(2-nitrophenyl)allylphosphonate
• 英文别名: (E)-1-diethoxyphosphoryl-3-(2-nitrophenyl)prop-2-en-1-ol
• CAS: 1611494-49-5
• 化学式: C₁₃H₁₈NO₆P
• 分子量: 315.263
• InChiKey: ZDDCJNFADDJSAJ-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-nitrocinnamaldehyde 、 亚磷酸二乙酯 在 1,4-二甲基哌嗪 作用下， 以 四氢呋喃 为溶剂， 反应 0.35h， 以87%的产率得到(E)-diethyl 1-hydroxy-3-(2-nitrophenyl)allylphosphonate
  参考文献：
  名称：

  Ultrasound-Promoted Synthesis of Biologically Active α-Hydroxyphosphonates/ Hydroxyphosphinates Using 1,4-Dimethylpiperazine as a Catalyst

  摘要：

  A series of new alpha-hydroxyphosphonates/phosphinates was prepared using 1,4-dimethylpiperazine as a base catalyst under conventional as well as ultrasonic irradiation conditions by the reaction of 5-bromoindole-3-carboxaldehyde/2-nitrocinnamaldehyde with various phosphonates/phosphinates. The high yields of alpha-hydroxyphosphonates/hydroxyphosphinates were obtained in less reaction time under the ultrasonic irradiation method as compared with the conventional method. The synthesized compounds were screened for their in vitro and in vivo antioxidant activities, and the bio-screening data revealed that all the tested compounds exhibited good antioxidant activities. The bio-screening data revealed that compound 8e exhibited potent antioxidant activity in both in vitro and in vivo studies while the other compounds exhibited good antioxidant activity.

  DOI：

  10.1080/10426507.2013.843002