{3-[D3]Methoxy-4-[2-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]-[D4]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)-[D4]ethoxy]phenyl}methanol | 347894-52-4

• 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: {3-[D3]Methoxy-4-[2-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]-[D4]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)-[D4]ethoxy]phenyl}methanol
• 英文别名: [4-[1,1,2,2-Tetradeuterio-2-[[6,13,20-trimethoxy-12,19-bis[1,1,2,2-tetradeuterio-2-[2-methoxy-4-(oxan-2-yloxymethyl)phenoxy]ethoxy]-5-tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaenyl]oxy]ethoxy]-3-(trideuteriomethoxy)phenyl]methanol；[4-[1,1,2,2-tetradeuterio-2-[[6,13,20-trimethoxy-12,19-bis[1,1,2,2-tetradeuterio-2-[2-methoxy-4-(oxan-2-yloxymethyl)phenoxy]ethoxy]-5-tetracyclo[15.4.0.03,8.010,15]henicosa-1(21),3,5,7,10,12,14,17,19-nonaenyl]oxy]ethoxy]-3-(trideuteriomethoxy)phenyl]methanol
• CAS: 347894-52-4
• 化学式: C₆₄H₇₆O₁₇
• 分子量: 1132.18
• InChiKey: XQAHTWWHZIURSS-UZPVSJBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  81
• 可旋转键数：
  28
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  168
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  {3-[D3]Methoxy-4-[2-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]-[D4]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)-[D4]ethoxy]phenyl}methanol 在 甲酸 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以70%的产率得到
  参考文献：
  名称：

  Synthesis of Deuterium-Labeled Cryptophane-A and Investigation of Xe@Cryptophane Complexation Dynamics by 1D-EXSY NMR Experiments

  摘要：

  We present the synthesis of a series of deuterated cryptophanes 2-6 by a slightly modified procedure used for cryptophane-A. We show that for [Xe@cryptophane] complexes the use of variable-temperature one-dimensional 129Xe magnetization transfer (1D-EX-SY) allows the measurement of exchange rates. From these data the decomplexation activation energy Ea has been estimated to be 37.5+/-2 kJ mol(-1). The decomplexation activation enthalpy, deltaH(++) = 35.5+/-2 kJ mol(-1), and entropy, deltaS(++) = -60+/-5 J mol(-1) K(-1), have also been calculated. The calculated negative activation entropy suggests that the activated complex associated with decomplexation is conformationally more strained than the complex in its ground state.

  DOI：

  10.1002/1521-3765(20010401)7:7<1561::aid-chem1561>3.0.co;2-9
• 作为产物：
  描述：

  4-羟基-3-甲氧基苄醇 在 4-甲基苯磺酸吡啶 、 potassium carbonate 、 caesium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 18.0h， 生成 {3-[D3]Methoxy-4-[2-(3,8,13-trimethoxy-7,12-bis{2-[2-methoxy-4-(tetrahydropyran-2-yloxymethyl)phenoxy]-[D4]ethoxy}-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-yloxy)-[D4]ethoxy]phenyl}methanol
  参考文献：
  名称：

  Synthesis of Deuterium-Labeled Cryptophane-A and Investigation of Xe@Cryptophane Complexation Dynamics by 1D-EXSY NMR Experiments

  摘要：

  We present the synthesis of a series of deuterated cryptophanes 2-6 by a slightly modified procedure used for cryptophane-A. We show that for [Xe@cryptophane] complexes the use of variable-temperature one-dimensional 129Xe magnetization transfer (1D-EX-SY) allows the measurement of exchange rates. From these data the decomplexation activation energy Ea has been estimated to be 37.5+/-2 kJ mol(-1). The decomplexation activation enthalpy, deltaH(++) = 35.5+/-2 kJ mol(-1), and entropy, deltaS(++) = -60+/-5 J mol(-1) K(-1), have also been calculated. The calculated negative activation entropy suggests that the activated complex associated with decomplexation is conformationally more strained than the complex in its ground state.

  DOI：

  10.1002/1521-3765(20010401)7:7<1561::aid-chem1561>3.0.co;2-9

文献信息

• Synthesis of Deuterium-Labeled Cryptophane-A and Investigation of Xe@Cryptophane Complexation Dynamics by 1D-EXSY NMR Experiments
  作者：Thierry Brotin、Thomas Devic、Anne Lesage、Lyndon Emsley、André Collet

  DOI：10.1002/1521-3765(20010401)7:7<1561::aid-chem1561>3.0.co;2-9

  日期：2001.4.1

  We present the synthesis of a series of deuterated cryptophanes 2-6 by a slightly modified procedure used for cryptophane-A. We show that for [Xe@cryptophane] complexes the use of variable-temperature one-dimensional 129Xe magnetization transfer (1D-EX-SY) allows the measurement of exchange rates. From these data the decomplexation activation energy Ea has been estimated to be 37.5+/-2 kJ mol(-1). The decomplexation activation enthalpy, deltaH(++) = 35.5+/-2 kJ mol(-1), and entropy, deltaS(++) = -60+/-5 J mol(-1) K(-1), have also been calculated. The calculated negative activation entropy suggests that the activated complex associated with decomplexation is conformationally more strained than the complex in its ground state.