(4S,5R)-1-((R)-3-Biphenyl-4-yl-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one | 182356-00-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (4S,5R)-1-((R)-3-Biphenyl-4-yl-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
• CAS: 182356-00-9
• 化学式: C₃₃H₃₂N₂O₂
• 分子量: 488.629
• InChiKey: ICSJDWLRKGUDIZ-AYHXQYBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (4S,5R)-1-((R)-3-Biphenyl-4-yl-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 在 sodium tetrahydroborate 、 三氟甲磺酸 作用下， 以 苯 为溶剂， 反应 4.5h， 生成 cis difenacoum
  参考文献：
  名称：

  Efficient Asymmetric Synthesis of the Four Diastereomers of Diphenacoum and Brodifacoum

  摘要：

  A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00254-8
• 作为产物：
  描述：

  (E)-4-phenylcinnamic acid chloride 在 copper(l) iodide 、 正丁基锂 、 四甲基乙二胺 、 三氟甲磺酸二丁硼 作用下， 以 四氢呋喃 为溶剂， 反应 13.75h， 生成 (4S,5R)-1-((R)-3-Biphenyl-4-yl-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
  参考文献：
  名称：

  Efficient Asymmetric Synthesis of the Four Diastereomers of Diphenacoum and Brodifacoum

  摘要：

  A highly stereo- and enantio-selective approach to the four stereoisomers of the rodenticides, diphenacoum and brodifacoum, is described. The key step involves the stereospecific formation of one of the crucial bonds in the molecular backbone, and is based on asymmetric organocopper 1,4-addition to chiral imides. Intramolecular cyclization of the resulting butanoate and coupling with 4-hydroxycoumarin, afford the title compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00254-8