N-tert-butoxycarbonyl-N-(3-trimethylsilyl-2-propynyl)-4-methylphenylsulfonamide | 189031-67-2

• 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-tert-butoxycarbonyl-N-(3-trimethylsilyl-2-propynyl)-4-methylphenylsulfonamide
• CAS: 189031-67-2
• 化学式: C₁₈H₂₇NO₄SSi
• 分子量: 381.568
• InChiKey: UPUJODSKJJXFLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-N-(3-trimethylsilyl-2-propynyl)-4-methylphenylsulfonamide 在 sodium hydroxide 、 bis(cyclohexanyl)borane 、 双氧水 、 溶剂黄146 作用下， 生成 N-tert-butoxycarbonyl-N-(3-trimethylsilyl-2-propenyl)-4-methylphenylsulfonamide 、 N-tert-butoxycarbonyl-N-(3-trimethylsilyl-2(E)-propenyl)-4-methylphenylsulfonamide
  参考文献：
  名称：

  On the faciality of intramolecular palladium(0)-catalysed “metallo-ene-type” cyclisations

  摘要：

  The palladium-catalysed ''metallo-ene'' step in a cyclisation/beta-elimination reaction sequence has been shown to be suprafacial with respect to the olefinic component This reaction has been applied to the synthesis of a trisubstituted exocyclic alkenyl pyrrolidine with complete stereocontrol. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00077-x
• 作为产物：
  描述：

  4-甲基-N-(丙-2-炔-1-基)苯-1-磺酰胺 在 sodium hydride 、 lithium hexamethyldisilazane 作用下， 反应 1.75h， 生成 N-tert-butoxycarbonyl-N-(3-trimethylsilyl-2-propynyl)-4-methylphenylsulfonamide
  参考文献：
  名称：

  On the faciality of intramolecular palladium(0)-catalysed “metallo-ene-type” cyclisations

  摘要：

  The palladium-catalysed ''metallo-ene'' step in a cyclisation/beta-elimination reaction sequence has been shown to be suprafacial with respect to the olefinic component This reaction has been applied to the synthesis of a trisubstituted exocyclic alkenyl pyrrolidine with complete stereocontrol. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00077-x

文献信息

• On the faciality of intramolecular palladium(0)-catalysed “metallo-ene-type” cyclisations
  作者：Wolfgang Oppolzer、Blanda Stammen

  DOI：10.1016/s0040-4020(97)00077-x

  日期：1997.3

  The palladium-catalysed ''metallo-ene'' step in a cyclisation/beta-elimination reaction sequence has been shown to be suprafacial with respect to the olefinic component This reaction has been applied to the synthesis of a trisubstituted exocyclic alkenyl pyrrolidine with complete stereocontrol. (C) 1997 Elsevier Science Ltd.