cholesteryl <(2S,16S)-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-dien-18-yl>acetate | 134389-79-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholesteryl <(2S,16S)-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-dien-18-yl>acetate
• CAS: 134389-79-0
• 化学式: C₄₃H₇₁N₃O₇
• 分子量: 742.053
• InChiKey: MZQAYBIQBNUPCG-HFTITJFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.45
• 重原子数：
  53.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  103.16
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  氯乙酸胆固醇 、 (2S,16S)-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1(19),17-diene 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以85%的产率得到cholesteryl <(2S,16S)-2,16-dimethyl-3,6,9,12,15-pentaoxa-18,19,20-triazabicyclo<15.2.1>eicosa-1,17-dien-18-yl>acetate
  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