1-(1-(2-methoxyphenyl)-2,5-dioxo-pyrrolidin-3-yl)cyclohexanecarbaldehyde | 1352335-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(1-(2-methoxyphenyl)-2,5-dioxo-pyrrolidin-3-yl)cyclohexanecarbaldehyde
• CAS: 1352335-30-8
• 化学式: C₁₈H₂₁NO₄
• 分子量: 315.369
• InChiKey: FJMDTFFXAPVPBL-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-(2-甲氧基苯基)-吡咯-2,5-二酮 、 环己烷基甲醛 在 ethyl (1R,4S,5R,9S,10R,13S,14R)-14-[[(1S,2S)-2-aminocyclohexyl]carbamothioylamino]-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate 、 苯甲酸 作用下， 以 氯仿 为溶剂， 以97%的产率得到1-(1-(2-methoxyphenyl)-2,5-dioxo-pyrrolidin-3-yl)cyclohexanecarbaldehyde
  参考文献：
  名称：

  A highly efficient large-scale asymmetric Michael addition of isobutyraldehyde to maleimides promoted by a novel multifunctional thiourea

  摘要：

  A novel class of chiral multifunctional thioureas bearing a chiral lipophilic beyerane scaffold and a primary amino group were designed and prepared. The thioureas were proven to be effective for catalyzing the asymmetric Michael addition between isobutyraldehyde and maleimides with only 0.5 mol% catalyst loading, and exhibited double asymmetric induction. Both of the catalysts afforded the corresponding adduct with high to excellent yields (up to 98%) and excellent enantioselectivities (up to 99%). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained at the same level. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.10.002