4-{Carboxy[3-(4-tert-butyl-2,6-diiodophenoxy)propyl]phenyl}methyl 6-(4-tert-butyl-2,6-diiodophenoxy)hexanoate | 225508-13-4

• 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: 4-{Carboxy[3-(4-tert-butyl-2,6-diiodophenoxy)propyl]phenyl}methyl 6-(4-tert-butyl-2,6-diiodophenoxy)hexanoate
• CAS: 225508-13-4
• 化学式: C₃₇H₄₄I₄O₆
• 分子量: 1092.37
• InChiKey: WKJOOKSZCANQAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.01
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [3-tert-Butyl-5-(4-ethynyl-2,5-dimethoxy-phenylethynyl)-phenylethynyl]-triisopropyl-silane 、 4-{Carboxy[3-(4-tert-butyl-2,6-diiodophenoxy)propyl]phenyl}methyl 6-(4-tert-butyl-2,6-diiodophenoxy)hexanoate 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以89%的产率得到3-[4-Tert-butyl-2,6-bis[2-[4-[2-[3-tert-butyl-5-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]-2,5-dimethoxyphenyl]ethynyl]phenoxy]propyl 4-[6-[4-tert-butyl-2,6-bis[2-[4-[2-[3-tert-butyl-5-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]-2,5-dimethoxyphenyl]ethynyl]phenoxy]hexanoyloxymethyl]benzoate
  参考文献：
  名称：

  Template-Directed Synthesis of Shape-Persistent Macrocyclic Amphiphiles with Convergently Arranged Functionalities

  摘要：

  The template-directed synthesis of shape-persistent macrocyclic amphiphiles is described. Two macrocycles with convergently arranged functional groups (hydroxyl and carboxylic acids) are prepared by intramolecular Glaser coupling of the appropriate templated tetraacetylenes. These structures are formed by thr: quadruple Hagihara coupling of monoprotected bisacetylenes to appropriate tetraiodides and subsequent desilylation, resulting in a rapid increase of complexity of the intermediates as well as easy formation of structures with different convergent functional groups.

  DOI：

  10.1002/(sici)1521-3765(19990604)5:6<1686::aid-chem1686>3.0.co;2-0
• 作为产物：
  描述：

  3-(4-tert-Butyl-2,6-diiodophenoxy)propyl 4-(tert-butyldimethylsiloxymethyl)benzoate 在 四丁基氟化铵 、 水 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-{Carboxy[3-(4-tert-butyl-2,6-diiodophenoxy)propyl]phenyl}methyl 6-(4-tert-butyl-2,6-diiodophenoxy)hexanoate
  参考文献：
  名称：

  Template-Directed Synthesis of Shape-Persistent Macrocyclic Amphiphiles with Convergently Arranged Functionalities

  摘要：

  The template-directed synthesis of shape-persistent macrocyclic amphiphiles is described. Two macrocycles with convergently arranged functional groups (hydroxyl and carboxylic acids) are prepared by intramolecular Glaser coupling of the appropriate templated tetraacetylenes. These structures are formed by thr: quadruple Hagihara coupling of monoprotected bisacetylenes to appropriate tetraiodides and subsequent desilylation, resulting in a rapid increase of complexity of the intermediates as well as easy formation of structures with different convergent functional groups.

  DOI：

  10.1002/(sici)1521-3765(19990604)5:6<1686::aid-chem1686>3.0.co;2-0