methyl (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylate | 1436462-87-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylate
• 英文别名: methyl (E)-2-diethoxyphosphoryl-3-(4-methoxyphenyl)prop-2-enoate
• CAS: 1436462-87-1
• 化学式: C₁₅H₂₁O₆P
• 分子量: 328.302
• InChiKey: JQWNTYUEBYSQDP-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylate 、 乙酰氨基丙二酸二乙酯 在 四甲基胍 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到(3SR,4RS)-diethyl 4-(diethoxyphosphoryl)-3-(4-methoxyphenyl)-5-oxopyrrolidine-2,2-dicarboxylate
  参考文献：
  名称：

  An efficient synthesis of β,γ,γ-trisubstituted-α-diethoxyphosphoryl-γ-lactams: a convenient approach to α-methylene-γ-lactams

  摘要：

  A general and efficient method for the preparation of beta,gamma,gamma-trisubstituted-alpha-phosphono-gamma-lactams is presented for the first time. This approach is based on the Michael addition of diethyl acetamidomalonate to methyl (E)-3-aryl-2-(diethoxyphosphoryl)acrylates. Application of the phosphono-lactams obtained for the preparation of alpha-methylene-gamma-lactams is also reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.130
• 作为产物：
  描述：

  (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylic acid 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 96.0h， 以99%的产率得到methyl (E)-2-(diethoxyphosphoryl)-3-(4-methoxyphenyl)acrylate
  参考文献：
  名称：

  An efficient synthesis of β,γ,γ-trisubstituted-α-diethoxyphosphoryl-γ-lactams: a convenient approach to α-methylene-γ-lactams

  摘要：

  A general and efficient method for the preparation of beta,gamma,gamma-trisubstituted-alpha-phosphono-gamma-lactams is presented for the first time. This approach is based on the Michael addition of diethyl acetamidomalonate to methyl (E)-3-aryl-2-(diethoxyphosphoryl)acrylates. Application of the phosphono-lactams obtained for the preparation of alpha-methylene-gamma-lactams is also reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.130

文献信息

• An efficient synthesis of β,γ,γ-trisubstituted-α-diethoxyphosphoryl-γ-lactams: a convenient approach to α-methylene-γ-lactams
  作者：Dariusz Deredas、Łukasz Albrecht、Henryk Krawczyk

  DOI：10.1016/j.tetlet.2013.03.130

  日期：2013.6

  A general and efficient method for the preparation of beta,gamma,gamma-trisubstituted-alpha-phosphono-gamma-lactams is presented for the first time. This approach is based on the Michael addition of diethyl acetamidomalonate to methyl (E)-3-aryl-2-(diethoxyphosphoryl)acrylates. Application of the phosphono-lactams obtained for the preparation of alpha-methylene-gamma-lactams is also reported. (C) 2013 Elsevier Ltd. All rights reserved.