2-[(5,11,17,23-Tetratert-butyl-26-hydroxy-27,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)oxy]acetyl chloride | 1409945-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(5,11,17,23-Tetratert-butyl-26-hydroxy-27,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)oxy]acetyl chloride
• CAS: 1409945-44-3；1409945-45-4
• 化学式: C₅₂H₆₉ClO₅
• 分子量: 809.57
• InChiKey: OIXNPFCFHLENNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.3
• 重原子数：
  58
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(5,11,17,23-Tetratert-butyl-26-hydroxy-27,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)oxy]acetyl chloride 在 barium(II) hydroxide 作用下， 以 氯仿 、 二甲基亚砜 、 正丁醇 为溶剂， 反应 29.0h， 生成 5,11,17,23-tetra-p-tert-butyl-27,28-dipropoxy-25-hydroxy-26-[carboxymethoxy]calix[4]arene
  参考文献：
  名称：

  Stereoselective synthesis of enantiomerically pure inherently chiral p-tert-butylcalix[4]arene carboxylic acids

  摘要：

  Both enantiomers of inherently chiral dipropoxy-p-tert-butylcalix[4],arene carboxylic acids with AABH substitution patterns have been prepared by the stereoselective reactions of 25,26-dipropoxy-p-tert-butylcalix[4]arene with enantiomerically pure (S)- or (R)-N-(1-phenylethyl)bromoacetamide, separation of the diastereomers by recrystallization, and removal of the chiral auxiliary groups. The absolute configurations of the obtained compounds have been established by X-ray analysis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.07.016
• 作为产物：
  描述：

  5,11,17,23-tetra-p-tert-butyl-27,28-dipropoxy-25-hydroxy-26-[carboxymethoxy]calix[4]arene 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以100%的产率得到2-[(5,11,17,23-Tetratert-butyl-26-hydroxy-27,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)oxy]acetyl chloride
  参考文献：
  名称：

  Stereoselective synthesis of enantiomerically pure inherently chiral p-tert-butylcalix[4]arene carboxylic acids

  摘要：

  Both enantiomers of inherently chiral dipropoxy-p-tert-butylcalix[4],arene carboxylic acids with AABH substitution patterns have been prepared by the stereoselective reactions of 25,26-dipropoxy-p-tert-butylcalix[4]arene with enantiomerically pure (S)- or (R)-N-(1-phenylethyl)bromoacetamide, separation of the diastereomers by recrystallization, and removal of the chiral auxiliary groups. The absolute configurations of the obtained compounds have been established by X-ray analysis. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.07.016