2-[[5,11,17,23-Tetratert-butyl-26,28-dihydroxy-27-(2-methylsulfonyloxyethoxy)-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]ethyl methanesulfonate | 525598-14-5

• 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-26,28-dihydroxy-27-(2-methylsulfonyloxyethoxy)-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]ethyl methanesulfonate
• CAS: 525598-14-5
• 化学式: C₅₀H₆₈O₁₀S₂
• 分子量: 893.216
• InChiKey: VRXQAYSFKYYSFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  62
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  162
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,3-二甲氧基-4-叔丁基杯芳烃 、 2-[[5,11,17,23-Tetratert-butyl-26,28-dihydroxy-27-(2-methylsulfonyloxyethoxy)-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]ethyl methanesulfonate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以18%的产率得到10,16,22,33,39,45,50,59-octatert-butyl-63,64-dimethoxy-3,6,26,29-tetraoxaundecacyclo[29.15.7.78,24.114,18.137,41.148,52.02,43.07,12.020,25.030,35.157,61]tetrahexaconta-1,7,9,11,14,16,18(63),20,22,24,30,32,34,37(55),38,40,43,45,48,50,52(54),57(64),58,60-tetracosaene-54,55-diol
  参考文献：
  名称：

  Synthesis of redox-active biscalix[4]quinones and their electrochemical properties

  摘要：

  Biscalix[4]arenes, 7 and 8, have been synthesized by a one-pot coupling method and a stepwise approach, respectively. A one-pot reaction in a pressurized vessel resulted in the symmetric biscalix[4]arene 7 in high yield. Oxidation of compounds 7 and 8 by Tl(CO2CF3)(3) in CF3COOH yielded biscalix[4]quinones, 9 and 10, respectively. Preliminary electrochemical studies by cyclic voltammetry of 9 and 10 show significant changes of their voltammograms upon addition of Na+. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02520-0
• 作为产物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-[[5,11,17,23-Tetratert-butyl-26,28-dihydroxy-27-(2-methylsulfonyloxyethoxy)-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]ethyl methanesulfonate
  参考文献：
  名称：

  Synthesis of redox-active biscalix[4]quinones and their electrochemical properties

  摘要：

  Biscalix[4]arenes, 7 and 8, have been synthesized by a one-pot coupling method and a stepwise approach, respectively. A one-pot reaction in a pressurized vessel resulted in the symmetric biscalix[4]arene 7 in high yield. Oxidation of compounds 7 and 8 by Tl(CO2CF3)(3) in CF3COOH yielded biscalix[4]quinones, 9 and 10, respectively. Preliminary electrochemical studies by cyclic voltammetry of 9 and 10 show significant changes of their voltammograms upon addition of Na+. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02520-0

文献信息

• Calix[4]quinones Derived from Double Calix[4]arenes:  Synthesis, Complexation, and Electrochemical Properties toward Alkali Metal Ions
  作者：Nuttavut Kerdpaiboon、Boosayarat Tomapatanaget、Orawon Chailapakul、Thawatchai Tuntulani

  DOI：10.1021/jo050324b

  日期：2005.6.1

  Bis(calix[4]diquinones) 1 and 2 and double calix[4]diquinone 3 have been synthesized from their corresponding double calix[4]arenes 4, 5, and 6, respectively. Compounds 4−6 have been prepared from one-pot and stepwise syntheses under high pressure. Complexation studies of ligands 1−3 with alkali metal ions such as Li+, Na+, K+, and Cs+ were carried out by 1H NMR titrations. Receptors 1 can selectively

  双（杯[4]二醌）1和2，双杯[4]二醌3已经从其相应的双杯[4]芳烃的合成4，5，和6分别。化合物4 - 6已经从在高压下单罐和逐步合成来制备。配位体络合研究1 - 3与碱金属离子如Li +，钠+，K +和Cs +，通过进行1个1 H NMR滴定。受体1可以与Na选择性地形成1：1的复合物+。配体2倾向于与K +和Cs +形成1：1络合物。受体3在结合K +时保留了杯[4]亚芳基单元的圆锥构象，但在Li +和Na +络合时改变了构象。使用循环伏安法和方波伏安法的电化学研究表明，在存在碱金属离子的情况下，伏安图2和3的变化很大。受体3表现出对Na +和K +的电化学转换结合特性。