[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-phosphonic acid monoethyl ester | 321558-48-9

• 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: [(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-phosphonic acid monoethyl ester
• 英文别名: [(E)-2-(3,4-dimethoxyphenyl)ethenyl]-ethoxyphosphinic acid
• CAS: 321558-48-9
• 化学式: C₁₂H₁₇O₅P
• 分子量: 272.238
• InChiKey: BFQCGMXBMLYALL-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-phosphonic acid monoethyl ester 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 [(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-phosphonothioic acid S-(2-acetylamino-ethyl) ester O-ethyl ester
  参考文献：
  名称：

  Synthesis of phosphonocinnamic thioesters, substrate analogues of cinnamoyl-CoA reductase, a key enzyme in the lignification process

  摘要：

  The one-pot transesterification of diethylarylvinylphosphonates with N-acetylcysteamine has been achieved using phosphonochloridates as intermediates. Reaction of phosphonodiesters with (COCl)(2) gave the corresponding chlorinated compounds, which were coupled with N-acetylcysteamine in presence of Et3N. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00349-6
• 作为产物：
  描述：

  diethyl (E)-2-(3,4-dimethoxyphenyl)vinylphosphonate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 [(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-phosphonic acid monoethyl ester
  参考文献：
  名称：

  Synthesis of phosphonocinnamic thioesters, substrate analogues of cinnamoyl-CoA reductase, a key enzyme in the lignification process

  摘要：

  The one-pot transesterification of diethylarylvinylphosphonates with N-acetylcysteamine has been achieved using phosphonochloridates as intermediates. Reaction of phosphonodiesters with (COCl)(2) gave the corresponding chlorinated compounds, which were coupled with N-acetylcysteamine in presence of Et3N. (C) 2003 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(03)00349-6