N-(3,3-bis(2-methylbenzyl)pent-4-enyl)-4-methylbenzenesulfonamide | 1252670-92-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N-(3,3-bis(2-methylbenzyl)pent-4-enyl)-4-methylbenzenesulfonamide
• 英文别名: N-[3,3-bis[(2-methylphenyl)methyl]pent-4-enyl]-4-methylbenzenesulfonamide
• CAS: 1252670-92-0
• 化学式: C₂₈H₃₃NO₂S
• 分子量: 447.642
• InChiKey: VJCKLXCLHHOILT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  N-(3,3-bis(2-methylbenzyl)pent-4-enyl)-4-methylbenzenesulfonamide 在 copper(II) 2-ethylhexanoate 、 potassium carbonate 作用下， 以 三氟甲苯 为溶剂， 反应 24.0h， 生成 、
  参考文献：
  名称：

  Diastereo- and Enantioselective Copper-Catalyzed Intramolecular Carboamination of Alkenes for the Synthesis of Hexahydro-1H-benz[f]indoles

  摘要：

  A new method for the enantioselective synthesis of hexahydro-1H-benz[f]indoles is described. This copper-catalyzed enantioselective intramolecular alkene carboamination process can install vicinal tertiary and quaternary carbon stereocenters with high levels of diastereo- and enantioselectivity. The C-C bond-forming component of the reaction constitutes a C-H functionalization and no electronic activation of the aryl ring that undergoes addition is required. A known 5-HT1A receptor antagonist was synthesized efficiently using this method.

  DOI：

  10.1021/ol102233g
• 作为产物：
  描述：

  、 对甲苯磺酰胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 N-(3,3-bis(2-methylbenzyl)pent-4-enyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Diastereo- and Enantioselective Copper-Catalyzed Intramolecular Carboamination of Alkenes for the Synthesis of Hexahydro-1H-benz[f]indoles

  摘要：

  A new method for the enantioselective synthesis of hexahydro-1H-benz[f]indoles is described. This copper-catalyzed enantioselective intramolecular alkene carboamination process can install vicinal tertiary and quaternary carbon stereocenters with high levels of diastereo- and enantioselectivity. The C-C bond-forming component of the reaction constitutes a C-H functionalization and no electronic activation of the aryl ring that undergoes addition is required. A known 5-HT1A receptor antagonist was synthesized efficiently using this method.

  DOI：

  10.1021/ol102233g

文献信息

• Diastereo- and Enantioselective Copper-Catalyzed Intramolecular Carboamination of Alkenes for the Synthesis of Hexahydro-1<i>H</i>-benz[<i>f</i>]indoles
  作者：Lei Miao、Imranul Haque、Maria R. Manzoni、Weng Siong Tham、Sherry R. Chemler

  DOI：10.1021/ol102233g

  日期：2010.11.5

  A new method for the enantioselective synthesis of hexahydro-1H-benz[f]indoles is described. This copper-catalyzed enantioselective intramolecular alkene carboamination process can install vicinal tertiary and quaternary carbon stereocenters with high levels of diastereo- and enantioselectivity. The C-C bond-forming component of the reaction constitutes a C-H functionalization and no electronic activation of the aryl ring that undergoes addition is required. A known 5-HT1A receptor antagonist was synthesized efficiently using this method.