N-(3,3-bis(4-(methylthio)benzyl)pent-4-enyl)-4-methylbenzenesulfonamide | 1252671-26-3

• 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: N-(3,3-bis(4-(methylthio)benzyl)pent-4-enyl)-4-methylbenzenesulfonamide
• CAS: 1252671-26-3
• 化学式: C₂₈H₃₃NO₂S₃
• 分子量: 511.774
• InChiKey: YWUXSBCEISXLHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  34.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(3,3-bis(4-(methylthio)benzyl)pent-4-enyl)-4-methylbenzenesulfonamide 在 manganese(IV) oxide 、 copper(II) bis(trifluoromethanesulfonate) 、 potassium carbonate 、 (R,R)-2,2'-异亚丙基双(4-苯基-2-恶唑啉) 作用下， 以 三氟甲苯 为溶剂， 反应 24.0h， 以91%的产率得到(3aR,9aR)-3a-(4-(methylthio)benzyl)-7-(methylthio)-1-tosyl-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]indole
  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：

  、 甲基三苯基溴化膦 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 N-(3,3-bis(4-(methylthio)benzyl)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