dimethyl 2,2'-((32,72-bis(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetate | 852713-89-4

• 分子结构分类: 有机化合物
• 英文名称: dimethyl 2,2'-((32,72-bis(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetate
• CAS: 852713-89-4
• 化学式: C₆₂H₈₆N₆O₁₂
• 分子量: 1107.4
• InChiKey: KIFHZUQUDPWYHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  80.0
• 可旋转键数：
  26.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  223.96
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  dimethyl 2,2'-((32,72-bis(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetate 、 二氧化碳 、 5-aminomethyl-5'-methyl-2,2'-bipyridine 在 三苯基膦 作用下， 以 甲苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以78%的产率得到Methyl 2-[[5,11,17,23-tetratert-butyl-27-(2-methoxy-2-oxoethoxy)-26,28-bis[2-[2-[2-[[6-(5-methylpyridin-2-yl)pyridin-3-yl]methylcarbamoylamino]ethoxy]ethoxy]ethoxy]-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
  参考文献：
  名称：

  Stepwise and Dramatic Enhancement of Anion Recognition with a Triple-Site Receptor Based on the Calix[4]arene Framework Using Two Different Cationic Effectors

  摘要：

  Synthesis and binding behavior of a novel multi-responsive host 1, in which two esters, two polyether moieties, two urea sites, and two bipyridine units as ion binding sites are arranged on the calix[4]arene skeleton, is reported. 1 recognizes Na+ and Ag+ simultaneously and quantitatively and captures an anionic guest. The ability of 1 to recognize anions, including CF3SO3- and BF4-, remarkably increases in a stepwise manner using Na+ and Ag+ as effectors. The enhancement of the K. eventually reaches factors of 1500 and 2000 for NO3- and CF3SO3-, respectively, in the presence of both Na+ and Ag+, compared to the free 1. The regulation of binding of multiple ligands may be applicable to multistep cascade systems for the amplification of molecular events, and further studies in this field could provide insight applicable to more advanced molecular devices.

  DOI：

  10.1021/ja042882y
• 作为产物：
  描述：

  8-azido-3,6-dioxaoctyl tosylate 在 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 49.5h， 生成 dimethyl 2,2'-((32,72-bis(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-15,35,55,75-tetra-tert-butyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetate
  参考文献：
  名称：

  Stepwise and Dramatic Enhancement of Anion Recognition with a Triple-Site Receptor Based on the Calix[4]arene Framework Using Two Different Cationic Effectors

  摘要：

  Synthesis and binding behavior of a novel multi-responsive host 1, in which two esters, two polyether moieties, two urea sites, and two bipyridine units as ion binding sites are arranged on the calix[4]arene skeleton, is reported. 1 recognizes Na+ and Ag+ simultaneously and quantitatively and captures an anionic guest. The ability of 1 to recognize anions, including CF3SO3- and BF4-, remarkably increases in a stepwise manner using Na+ and Ag+ as effectors. The enhancement of the K. eventually reaches factors of 1500 and 2000 for NO3- and CF3SO3-, respectively, in the presence of both Na+ and Ag+, compared to the free 1. The regulation of binding of multiple ligands may be applicable to multistep cascade systems for the amplification of molecular events, and further studies in this field could provide insight applicable to more advanced molecular devices.

  DOI：

  10.1021/ja042882y