5,11,17,23-tetra-p-tert-butyl-27,28-dipropoxy-25-hydroxy-26-(methoxycarbonylmethoxy)calix[4]arene | 1409945-41-0

• 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: 5,11,17,23-tetra-p-tert-butyl-27,28-dipropoxy-25-hydroxy-26-(methoxycarbonylmethoxy)calix[4]arene
• 英文别名: Methyl 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]acetate；methyl 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]acetate
• CAS: 1409945-41-0
• 化学式: C₅₃H₇₂O₆
• 分子量: 805.151
• InChiKey: GZSMGBLTFKJBIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  59
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-p-tert-butyl-26,27-dipropoxy-25-hydroxy-28-[(R)-N-(1-phenylethyl)aminocarbonylmethoxy]calix[4]arene 在 硫酸 、 barium(II) hydroxide 作用下， 以 二甲基亚砜 、 正丁醇 为溶剂， 反应 25.0h， 生成 5,11,17,23-tetra-p-tert-butyl-27,28-dipropoxy-25-hydroxy-26-(methoxycarbonylmethoxy)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

文献信息

• The Use of Anhydrous Barium Hydroxide for Selective Alkylation of Dialkyloxy-tert-butyl-calix[4]arenes
  作者：Oleksandr A. Yesypenko、Oleksandr O. Trybrat、Vitaly I. Kalchenko

  DOI：10.3390/molecules28031089

  日期：——

  A practical method of selective alkylation of the third hydroxyl group of disubstituted tert-butyl-calix[4]arenes using anhydrous barium hydroxide as a base was developed in this study. The use of this method in the synthesis of inherently chiral derivatives is shown herein.

  本研究开发了一种以无水氢氧化钡为碱对双取代叔丁基杯[4]芳烃的第三个羟基进行选择性烷基化的实用方法。本文显示了此方法在合成固有手性衍生物中的用途。
• Stereoselective synthesis of enantiomerically pure inherently chiral p-tert-butylcalix[4]arene carboxylic acids
  作者：Andrii O. Karpus、Oleksandr A. Yesypenko、Leonid P. Andronov、Vyacheslav I. Boyko、Sergei G. Garasevich、Zoia V. Voitenko、Alexander N. Chernega、Vitaly I. Kalchenko

  DOI：10.1016/j.tetasy.2012.07.016

  日期：2012.9

  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.