(2S,16S)-18-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-diene | 134389-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (2S,16S)-18-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-diene
• 英文别名: (2S,16S)-19-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo[15.2.1]icosa-1(20),17-diene
• CAS: 134389-80-3
• 化学式: C₂₆H₄₉N₃O₅
• 分子量: 483.692
• InChiKey: DQDDOSKHFHBRAH-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S,16S)-18-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-diene 、 [(1R)-1-naphthalen-1-ylethyl]azanium 生成 (2S,16S)-19-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo[15.2.1]icosa-1(20),17-diene;[(1R)-1-naphthalen-1-ylethyl]azanium
  参考文献：
  名称：

  LI, YI;ECHEGOYEN, LUIS;MARTINEZ-DIAZ, VICTORIA M.;MENDOZA, JAVIER DE;TORR+, J. ORG. CHEM., 56,(1991) N3, C. 4193-4196

  摘要：

  DOI：
• 作为产物：
  描述：

  溴代十二烷 、 (2S,16S)-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1(19),17-diene 在 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以90%的产率得到(2S,16S)-18-dodecyl-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-diene
  参考文献：
  名称：

  Enantiometric recognition of organic ammonium salts by chiral dialkyl-substituted triazole-18-crown-6-ligands

  摘要：

  Four new chiral triazole-18-crown-6 ligands have been synthesized. The triazole-crowns contain two methyl substituents on the chiral macrocycles, and in the case of 2b and 2c, they also contain lipophilic side arms connected to the triazole ring. Binding constants (K(a)) measured by the H-1 NMR titration technique showed that 2b and 2c exhibited chiral recognition for the enantiomers of [1-(1-naphthyl)ethyl]ammonium cation (HNEA+) and to a lesser extent, for the enantiomers of [1-phenylethyl]ammonium cation (HPEA+). Both S,S chiral hosts recognize preferentially R over S enantiomers.

  DOI：

  10.1021/jo00013a022

文献信息

• LI, YI;ECHEGOYEN, LUIS;MARTINEZ-DIAZ, VICTORIA M.;MENDOZA, JAVIER DE;TORR+, J. ORG. CHEM., 56,(1991) N3, C. 4193-4196
  作者：LI, YI、ECHEGOYEN, LUIS、MARTINEZ-DIAZ, VICTORIA M.、MENDOZA, JAVIER DE、TORR+

  DOI：——

  日期：——
• Enantiometric recognition of organic ammonium salts by chiral dialkyl-substituted triazole-18-crown-6-ligands
  作者：Yi Li、Luis Echegoyen、M. Victoria Martinez-Diaz、Javier De Mendoza、Tomas Torres

  DOI：10.1021/jo00013a022

  日期：1991.6

  Four new chiral triazole-18-crown-6 ligands have been synthesized. The triazole-crowns contain two methyl substituents on the chiral macrocycles, and in the case of 2b and 2c, they also contain lipophilic side arms connected to the triazole ring. Binding constants (K(a)) measured by the H-1 NMR titration technique showed that 2b and 2c exhibited chiral recognition for the enantiomers of [1-(1-naphthyl)ethyl]ammonium cation (HNEA+) and to a lesser extent, for the enantiomers of [1-phenylethyl]ammonium cation (HPEA+). Both S,S chiral hosts recognize preferentially R over S enantiomers.