5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-(2H-tetrahydropyran-2-yloxy)-3n³₆-dioxaoctyloxy]-calix[8]arene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-(2H-tetrahydropyran-2-yloxy)-3n³₆-dioxaoctyloxy]-calix[8]arene
• 英文别名: 2-[2-[2-[2-[[5,11,17,23,29,35,41,47-Octatert-butyl-50,51,52,53,54,55,56-heptakis[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]-49-nonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27(52),28,30,33(51),34,36,39(50),40,42,45(49),46-tetracosaenyl]oxy]ethoxy]ethoxy]ethoxy]oxane；2-[2-[2-[2-[[5,11,17,23,29,35,41,47-octatert-butyl-50,51,52,53,54,55,56-heptakis[2-[2-[2-(oxan-2-yloxy)ethoxy]ethoxy]ethoxy]-49-nonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27(52),28,30,33(51),34,36,39(50),40,42,45(49),46-tetracosaenyl]oxy]ethoxy]ethoxy]ethoxy]oxane
• 化学式: C₁₇₆H₂₇₂O₄₀
• 分子量: 3028.07
• InChiKey: WPXGOSIWZKMBLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  31.9
• 重原子数：
  216
• 可旋转键数：
  96
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  369
• 氢给体数：
  0
• 氢受体数：
  40

反应信息

• 作为反应物：
  描述：

  5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-(2H-tetrahydropyran-2-yloxy)-3n³₆-dioxaoctyloxy]-calix[8]arene 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以82%的产率得到5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-hydroxy-3n³₆-dioxaoctyloxy]-calix[8]arene
  参考文献：
  名称：

  Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains

  摘要：

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.057
• 作为产物：
  描述：

  4-叔丁基杯[8]芳烃 、 1-iodo-8-tetrahydropyranyloxy-3,6-dioxaoctane 在 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以55%的产率得到5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-(2H-tetrahydropyran-2-yloxy)-3n³₆-dioxaoctyloxy]-calix[8]arene
  参考文献：
  名称：

  Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains

  摘要：

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.057

文献信息

• Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains
  作者：François A. Loiseau、Alison M. Hill、King Kuok (Mimi) Hii

  DOI：10.1016/j.tet.2007.07.057

  日期：2007.10

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.