1-tert-butyl 2,2-diethyl 4-methyl-3-(4-nitrophenyl)-5-oxo-1H-pyrrole-1,2,2(5H)-tricarboxylate | 1436463-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-tert-butyl 2,2-diethyl 4-methyl-3-(4-nitrophenyl)-5-oxo-1H-pyrrole-1,2,2(5H)-tricarboxylate
• CAS: 1436463-13-6
• 化学式: C₂₂H₂₆N₂O₉
• 分子量: 462.456
• InChiKey: AOUJJYHSHHERPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  142.35
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl 2,2-diethyl 4-methyl-3-(4-nitrophenyl)-5-oxo-1H-pyrrole-1,2,2(5H)-tricarboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到diethyl 4-methyl-3-(4-nitrophenyl)-5-oxo-1H-pyrrole-2,2(5H)-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：

  聚合甲醛 、 (3SR,4RS)-1-tert-butyl 2,2-diethyl 4-(diethoxyphosphoryl)-3-(4-nitrophenyl)-5-oxopyrrolidine-1,2,2-tricarboxylate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以69%的产率得到1-tert-butyl 2,2-diethyl 4-methyl-3-(4-nitrophenyl)-5-oxo-1H-pyrrole-1,2,2(5H)-tricarboxylate
  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