N-(2-(4-tert-butyloxyphenyl)-1-methoxycarbonyl)ethyl-N-hexadecyl-N,N-dimethylammonium iodide | 1162685-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(2-(4-tert-butyloxyphenyl)-1-methoxycarbonyl)ethyl-N-hexadecyl-N,N-dimethylammonium iodide
• CAS: 1162685-05-3
• 化学式: C₃₂H₅₈NO₃*I
• 分子量: 631.722
• InChiKey: KEKWUNNHJPIABC-CZCBIWLKSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  37.0
• 可旋转键数：
  20.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(2-(4-tert-butyloxyphenyl)-1-methoxycarbonyl)ethyl-N-hexadecyl-N,N-dimethylammonium iodide 、 三氟乙酸 以77%的产率得到N-(2-(4-hydroxyphenyl)-1-methyloxycarbonyl)ethyl-N-hexadecyl-N,N-dimethylammonium trifluoroacetate
  参考文献：
  名称：

  Towards novel efficient monomeric surfactants based on serine, tyrosine and 4-hydroxyproline: synthesis and micellization properties

  摘要：

  The synthesis of some novel monomeric serine- and tyrosine-based cationic and 4-hydroxyproline-based anionic surfactants, having a long lipophilic alkyl chain directly attached to the nitrogen atom of the amino acid, is described. The most efficient synthetic methodologies were established: reductive amination of the corresponding 'fatty' aldehydes, followed by methylation and deprotection (serine and tyrosine) to obtain the cationic surfactants; or reductive amination followed by saponification (4-hydroxyproline) to obtain the anionic ones. All the compounds were obtained in good to excellent yields. An assessment of their micellization properties and surface activity by tensiometry showed fairly good performance levels. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.043
• 作为产物：
  描述：

  N-hexadecyl-O-tert-butyltyrosine methyl ester 、 碘甲烷 在 18-冠醚-6 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93%的产率得到N-(2-(4-tert-butyloxyphenyl)-1-methoxycarbonyl)ethyl-N-hexadecyl-N,N-dimethylammonium iodide
  参考文献：
  名称：

  Towards novel efficient monomeric surfactants based on serine, tyrosine and 4-hydroxyproline: synthesis and micellization properties

  摘要：

  The synthesis of some novel monomeric serine- and tyrosine-based cationic and 4-hydroxyproline-based anionic surfactants, having a long lipophilic alkyl chain directly attached to the nitrogen atom of the amino acid, is described. The most efficient synthetic methodologies were established: reductive amination of the corresponding 'fatty' aldehydes, followed by methylation and deprotection (serine and tyrosine) to obtain the cationic surfactants; or reductive amination followed by saponification (4-hydroxyproline) to obtain the anionic ones. All the compounds were obtained in good to excellent yields. An assessment of their micellization properties and surface activity by tensiometry showed fairly good performance levels. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.043