(S)-5-Benzyl-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-imidazolidine-2,4-dione | 866627-50-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-5-Benzyl-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-imidazolidine-2,4-dione
• 英文别名: (5S)-5-benzyl-3-phenyl-1-[(E)-3-phenylprop-2-enoyl]imidazolidine-2,4-dione
• CAS: 866627-50-1
• 化学式: C₂₅H₂₀N₂O₃
• 分子量: 396.445
• InChiKey: KENKIYKGIMJECB-QWYDYZLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-5-Benzyl-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-imidazolidine-2,4-dione 、 氯化二乙基铝 反应 14.0h， 以79%的产率得到
  参考文献：
  名称：

  Diastereoselective conjugate addition of 1-(α,β-unsaturated acyl)hydantoin with nucleophiles

  摘要：

  A diastereomeric conjugate addition of dialkylaluminum chloride to l-(alpha,beta-unsaturated acyl)hydantoin provided the corresponding alkyl adduct with inducted chirality in the beta-position. Treatment of 1-(alpha,beta-unsaturated acyl)hydantoin with Gilman reagent in the presence of Lewis acid also gave the same product. In this reaction, diethylaluminum chloride was the most effective Lewis acid and the absolute configuration of the major adduct at the beta-position of acyl group depended on the kinds of existing metals. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.116
• 作为产物：
  描述：

  (S)-5-Benzyl-3-phenyl-1-((S)-3-phenyl-pentanoyl)-imidazolidine-2,4-dione 在 4-二甲氨基吡啶 、 lithium hydroxide 、 双氧水 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-5-Benzyl-3-phenyl-1-[(E)-(3-phenyl-acryloyl)]-imidazolidine-2,4-dione
  参考文献：
  名称：

  Diastereoselective conjugate addition of 1-(α,β-unsaturated acyl)hydantoin with nucleophiles

  摘要：

  A diastereomeric conjugate addition of dialkylaluminum chloride to l-(alpha,beta-unsaturated acyl)hydantoin provided the corresponding alkyl adduct with inducted chirality in the beta-position. Treatment of 1-(alpha,beta-unsaturated acyl)hydantoin with Gilman reagent in the presence of Lewis acid also gave the same product. In this reaction, diethylaluminum chloride was the most effective Lewis acid and the absolute configuration of the major adduct at the beta-position of acyl group depended on the kinds of existing metals. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.116