(E,2R,5S)-7-methyl-5-(2,4,6-trimethylbenzenesulfonyl)amino-2-phenyloct-3-ene | 214752-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E,2R,5S)-7-methyl-5-(2,4,6-trimethylbenzenesulfonyl)amino-2-phenyloct-3-ene
• 英文别名: 2,4,6-trimethyl-N-[(E,4S,7R)-2-methyl-7-phenyloct-5-en-4-yl]benzenesulfonamide
• CAS: 214752-00-8
• 化学式: C₂₄H₃₃NO₂S
• 分子量: 399.598
• InChiKey: YBVZLSQCPBZWBX-SVHBDMKASA-N

物化性质

• 沸点：
  532.8±60.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E,2R,5S)-7-methyl-5-(2,4,6-trimethylbenzenesulfonyl)amino-2-phenyloct-3-ene 在 臭氧 、 锌 、 二异丁基氢化铝 作用下， 以 正己烷 、 氯仿 、 甲苯 为溶剂， 反应 0.17h， 以73%的产率得到(S)-2-苯基-1-丙醇
  参考文献：
  名称：

  Reactions of N-Arylsulfonyl-2,3-cis- and N-Arylsulfonyl-2,3-trans-3-alkyl-2-vinylaziridines with Organocopper Reagents:  Importance of 2,3-cis-Stereochemistry in Controlling Regio- and Stereoselectivity

  摘要：

  Although reactions of 2,3-trans-N-arylsulfonyl-3-alkyl-2-alkenylaziridines with organocopper reagents give a mixture of two or three products, the corresponding 2,3-cis-isomers provide a highly efficient route to synthetically important nonracemic (E)-allylamines. It is also found that the reaction proceeds via the well-known anti-S(N)2' pathway.

  DOI：

  10.1021/jo9810157
• 作为产物：
  描述：

  phenylmagnesium bromide 、 (2S,3R)-2-Isobutyl-3-((Z)-propenyl)-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridine 在 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以58%的产率得到(E,2R,5S)-7-methyl-5-(2,4,6-trimethylbenzenesulfonyl)amino-2-phenyloct-3-ene
  参考文献：
  名称：

  Reactions of N-Arylsulfonyl-2,3-cis- and N-Arylsulfonyl-2,3-trans-3-alkyl-2-vinylaziridines with Organocopper Reagents:  Importance of 2,3-cis-Stereochemistry in Controlling Regio- and Stereoselectivity

  摘要：

  Although reactions of 2,3-trans-N-arylsulfonyl-3-alkyl-2-alkenylaziridines with organocopper reagents give a mixture of two or three products, the corresponding 2,3-cis-isomers provide a highly efficient route to synthetically important nonracemic (E)-allylamines. It is also found that the reaction proceeds via the well-known anti-S(N)2' pathway.

  DOI：

  10.1021/jo9810157

文献信息

• Reactions of <i>N</i>-Arylsulfonyl-2,3-<i>cis</i>- and <i>N</i>-Arylsulfonyl-2,3-<i>trans</i>-3-alkyl-2-vinylaziridines with Organocopper Reagents:  Importance of 2,3-<i>cis</i>-Stereochemistry in Controlling Regio- and Stereoselectivity
  作者：Ayako Toda、Hiroshi Aoyama、Norio Mimura、Hiroaki Ohno、Nobutaka Fujii、Toshiro Ibuka

  DOI：10.1021/jo9810157

  日期：1998.10.1

  Although reactions of 2,3-trans-N-arylsulfonyl-3-alkyl-2-alkenylaziridines with organocopper reagents give a mixture of two or three products, the corresponding 2,3-cis-isomers provide a highly efficient route to synthetically important nonracemic (E)-allylamines. It is also found that the reaction proceeds via the well-known anti-S(N)2' pathway.