(3R*,4S*,5R*)-3-allyl-2-amino-4,5-diphenyl-cyclopent-1-enecarbonitrile

• 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: (3R*,4S*,5R*)-3-allyl-2-amino-4,5-diphenyl-cyclopent-1-enecarbonitrile
• 英文别名: (3R,4S,5R)-2-amino-4,5-diphenyl-3-prop-2-enylcyclopentene-1-carbonitrile
• 化学式: C₂₁H₂₀N₂
• 分子量: 300.403
• InChiKey: CROSDRJQEBRFRL-MISYRCLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  肉桂腈 、 烯丙基三甲基硅烷 在 四丁基氟化铵 六甲基磷酰三胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以5%的产率得到(3R*,4S*,5R*)-3-allyl-2-amino-4,5-diphenyl-cyclopent-1-enecarbonitrile
  参考文献：
  名称：

  Reinvestigation of the fluoride-triggered condensation of allyltrimethylsilane with cinnamonitrile: ‘abnormal Sakurai’ and sequential ‘abnormal Sakurai’–Michael–Thorpe Ziegler side reactions

  摘要：

  Together with the expected 1,4-adduct, three by-products are generated in the fluoride-triggered condensation of altyltrimethylsilane with cinnamonitrile: the 1,3 adduct, an acyclic dinitrile and a cyclopentenaminonitrile issuing, respectively, from 'abnormal Sakurai', 'abnormal Sakurai'-Michael and 'abnormal Sakurai'-Michael-Thorpe Ziegler side reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00456-2

文献信息

• Reinvestigation of the fluoride-triggered condensation of allyltrimethylsilane with cinnamonitrile: ‘abnormal Sakurai’ and sequential ‘abnormal Sakurai’–Michael–Thorpe Ziegler side reactions
  作者：Laurent Keller、Françoise Dumas、Mathieu Pizzonero、Jean d'Angelo、Georges Morgant、Dung Nguyen-Huy

  DOI：10.1016/s0040-4039(02)00456-2

  日期：2002.4

  Together with the expected 1,4-adduct, three by-products are generated in the fluoride-triggered condensation of altyltrimethylsilane with cinnamonitrile: the 1,3 adduct, an acyclic dinitrile and a cyclopentenaminonitrile issuing, respectively, from 'abnormal Sakurai', 'abnormal Sakurai'-Michael and 'abnormal Sakurai'-Michael-Thorpe Ziegler side reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.