2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14,30-dicarbaldehyde | 285129-49-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14,30-dicarbaldehyde
• 英文别名: 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14,30-dicarbaldehyde
• CAS: 285129-49-9
• 化学式: C₂₆H₃₂O₁₀
• 分子量: 504.534
• InChiKey: RFMLOMWBYNRILY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14,30-dicarbaldehyde 、 [25,26,27,28-Tetrakis(2-ethoxyethoxy)-5-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]-(2,4,8,10-tetrathiaspiro[5.5]undecan-3-yl)methanol 在 六甲基磷酰三胺 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以27%的产率得到[30-[Hydroxy-[3-[hydroxy-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-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]methyl]-2,4,8,10-tetrathiaspiro[5.5]undecan-9-yl]methyl]-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaen-14-yl]-[3-[hydroxy-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-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]methyl]-2,4,8,10-tetrathiaspiro[5.5]undecan-9-yl]methanol
  参考文献：
  名称：

  Molecular Assembly and Disassembly:  Novel Photolabile Molecular Hosts

  摘要：

  [GRAPHICS]A new approach to the assembly and photochemical disassembly of molecular hosts is developed. It is based on photoinduced fragmentation in hydroxyalkyl dithianes and utilizes a novel spiro-bis-dithiane as a photolabile molecular tether to link two formylated macromolecular blocks, e.g., formyl calixarenes or formyl dibenzocrown ethers. A key feature of this molecular system is that after an assembly-disassembly cycle the starting macromolecular blocks are recovered intact and can be used again.

  DOI：

  10.1021/ol006692d
• 作为产物：
  描述：

  [30-[Hydroxy-[3-[hydroxy-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-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]methyl]-2,4,8,10-tetrathiaspiro[5.5]undecan-9-yl]methyl]-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaen-14-yl]-[3-[hydroxy-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-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]methyl]-2,4,8,10-tetrathiaspiro[5.5]undecan-9-yl]methanol 生成 5-Formyl-25,26,27,28-tetrakis(2-ethoxyethoxy)calix<4>arene 、 2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14,30-dicarbaldehyde
  参考文献：
  名称：

  Molecular Assembly and Disassembly:  Novel Photolabile Molecular Hosts

  摘要：

  [GRAPHICS]A new approach to the assembly and photochemical disassembly of molecular hosts is developed. It is based on photoinduced fragmentation in hydroxyalkyl dithianes and utilizes a novel spiro-bis-dithiane as a photolabile molecular tether to link two formylated macromolecular blocks, e.g., formyl calixarenes or formyl dibenzocrown ethers. A key feature of this molecular system is that after an assembly-disassembly cycle the starting macromolecular blocks are recovered intact and can be used again.

  DOI：

  10.1021/ol006692d

文献信息

• Rotaxane axle as an effective scaffold: synthesis of functionalized [3]rotaxane and connection of the wheel components arranged on the axle
  作者：Takashi Sato、Toshikazu Takata

  DOI：10.1016/j.tetlet.2007.01.166

  日期：2007.4

  A [3]rotaxane consisting of a bis(sec-ammonium)-type axle and two functionalized dibenzo-24-crown-8-ether wheels was prepared in a good yield. The two point connection of the wheel components placed on the axle of the rotaxane was achieved by the Michael addition of hexanedithiol to the methacrylate CC bonds of the wheels to afford the corresponding [2]rotaxanes.

  以高收率制备了由双（仲铵）型轴和两个官能化的二苯并-24-冠-8-醚轮组成的[3]轮烷。通过将己二硫醇迈克尔加成到车轮的甲基丙烯酸酯CC键上可得到相应的[2]轮烷，从而实现了将轮状组分置于轮烷的轴上的两点连接。
• Molecular Assembly and Disassembly:  Novel Photolabile Molecular Hosts
  作者：Yongqin Wan、Oleg Mitkin、Loren Barnhurst、Alexei Kurchan、Andrei Kutateladze

  DOI：10.1021/ol006692d

  日期：2000.11.1

  [GRAPHICS]A new approach to the assembly and photochemical disassembly of molecular hosts is developed. It is based on photoinduced fragmentation in hydroxyalkyl dithianes and utilizes a novel spiro-bis-dithiane as a photolabile molecular tether to link two formylated macromolecular blocks, e.g., formyl calixarenes or formyl dibenzocrown ethers. A key feature of this molecular system is that after an assembly-disassembly cycle the starting macromolecular blocks are recovered intact and can be used again.