N-dodecyl-N-t-butoxycarbonyl-p-toluenesulfonamide | 1208109-23-2

• 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-dodecyl-N-t-butoxycarbonyl-p-toluenesulfonamide
• 英文别名: tert-butyl N-dodecyl-N-(4-methylphenyl)sulfonylcarbamate
• CAS: 1208109-23-2
• 化学式: C₂₄H₄₁NO₄S
• 分子量: 439.66
• InChiKey: KXXQRBDQLROMTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-dodecyl-N-t-butoxycarbonyl-p-toluenesulfonamide 在 萘 、 四乙基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到N-十二烷基氨基甲酸叔丁酯
  参考文献：
  名称：

  Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group

  摘要：

  Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides was successfully carried out by a constant Current electrolysis using an undivided cell equipped with a platinum cathode and a magnesium anode in the presence of an arene mediator. The deprotection proceeded efficiently and selectively under neutral and mild conditions with a stoichiometric amount of electricity without the use of an Hg cathode to obtain the corresponding secondary amines in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.056
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 N-十二烷基对甲苯磺酰胺 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到N-dodecyl-N-t-butoxycarbonyl-p-toluenesulfonamide
  参考文献：
  名称：

  Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group

  摘要：

  Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides was successfully carried out by a constant Current electrolysis using an undivided cell equipped with a platinum cathode and a magnesium anode in the presence of an arene mediator. The deprotection proceeded efficiently and selectively under neutral and mild conditions with a stoichiometric amount of electricity without the use of an Hg cathode to obtain the corresponding secondary amines in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.056

文献信息

• Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides: mild, efficient, and selective removal of N-tosyl group
  作者：Hisanori Senboku、Kazuo Nakahara、Tsuyoshi Fukuhara、Shoji Hara

  DOI：10.1016/j.tetlet.2009.11.056

  日期：2010.1

  Hg cathode-free electrochemical detosylation of N,N-disubstituted p-toluenesulfonamides was successfully carried out by a constant Current electrolysis using an undivided cell equipped with a platinum cathode and a magnesium anode in the presence of an arene mediator. The deprotection proceeded efficiently and selectively under neutral and mild conditions with a stoichiometric amount of electricity without the use of an Hg cathode to obtain the corresponding secondary amines in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.