(R)-N-((R,E)-2-(4-chlorobenzylidene)-4-(4-chlorophenyl)-1-phenylbut-3-ynyl)-2-methylpropane-2-sulfinamide | 1187081-69-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (R)-N-((R,E)-2-(4-chlorobenzylidene)-4-(4-chlorophenyl)-1-phenylbut-3-ynyl)-2-methylpropane-2-sulfinamide
• 英文别名: (R)-N-[(1R,2E)-4-(4-chlorophenyl)-2-[(4-chlorophenyl)methylidene]-1-phenylbut-3-ynyl]-2-methylpropane-2-sulfinamide
• CAS: 1187081-69-1
• 化学式: C₂₇H₂₅Cl₂NOS
• 分子量: 482.474
• InChiKey: PCIGUKHWLLXKCR-OYJUQNFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-N-benzylidene-2-methylpropane-2-sulfinamide 、 4-氯苯乙炔 在 diethylzinc 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以95%的产率得到(R)-N-((R,E)-2-(4-chlorobenzylidene)-4-(4-chlorophenyl)-1-phenylbut-3-ynyl)-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  （E）-（2-En-3-ynyl）-胺类不对称合成新通用方法的开发与应用

  摘要：

  Abstractmagnified imageThe first direct approach for the asymmetric synthesis of (E)‐2‐arylidene‐1,4‐diphenylbut‐3‐yn‐1‐amines by addition of alkynylzinc to chiral N‐tert‐butylsulfinylimines is reported with excellent diastereoselectivity and good yield. This asymmetric addition reaction provides a practical, economical and concise synthesis of multifunctional molecules with the 1,3‐enyne side chain and an amino group. In addition, this methodology can be applied to the synthesis of substituted vinyl iodide compounds, and substituted chiral dihydropyrroles.

  DOI：

  10.1002/adsc.200800642

文献信息

• Development and Application of a New General Method for the Asymmetric Synthesis of (E)-(2-En-3-ynyl)-amines
  作者：Chao Yin、Xin-Ping Hui、Peng-Fei Xu、Liang-Feng Niu、Yong-Fei Chen、Binghe Wang

  DOI：10.1002/adsc.200800642

  日期：2009.2

  Abstractmagnified imageThe first direct approach for the asymmetric synthesis of (E)‐2‐arylidene‐1,4‐diphenylbut‐3‐yn‐1‐amines by addition of alkynylzinc to chiral N‐tert‐butylsulfinylimines is reported with excellent diastereoselectivity and good yield. This asymmetric addition reaction provides a practical, economical and concise synthesis of multifunctional molecules with the 1,3‐enyne side chain and an amino group. In addition, this methodology can be applied to the synthesis of substituted vinyl iodide compounds, and substituted chiral dihydropyrroles.