1,6,9,12,15,20-Hexaoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene | 118495-81-1

• 英文名称: 1,6,9,12,15,20-Hexaoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene
• CAS: 118495-81-1
• 化学式: C₂₂H₃₂O₁₀
• 分子量: 456.49
• InChiKey: DQXXOJSOHFRGGN-XOHWUJONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  32.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3-巯基-1-丙醇 、 1,6,9,12,15,20-Hexaoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene 在 哌啶 作用下， 以 丙醇 为溶剂， 反应 2.0h， 生成 3-(4-Hydroxy-1-thiabutyl)-1,6,9,12,15,20-hexaoxa-2,5,16,19-tetraoxocyclooctacos-17-ene 、 4-(4-Hydroxy-1-thiabutyl)-1,6,9,12,15,20-hexaoxa-2,5,16,19-tetraoxocyclooctacos-17-ene
  参考文献：
  名称：

  Assembly of ion channel mimics from a modular construction set

  摘要：

  Ion channel mimics were assembled from a modular construction set consisting of core units, derived from polycarboxylate 18-crown-6 ethers, wall units, derived from macrocyclic tetraesters, and polar head groups which provide overall amphiphilic character. The preparation of symmetrical and side-discriminated macrocyclic tetraesters from diols and maleic anhydride gave the required macrocycles in low yields by acid-catalyzed esterification, or by carboxylate alkylation. Addition of 1 equiv of 3-mercaptopropanol to the macrocyclic dienes gave the wall unit precursor. Coupling of the walls to the crown ether via esters was achieved by carboxylate alkylation. The syntheses were completed by Michael addition of head group thiolates. Twenty-one candidate ion channels of molecular weight 1600-4800 g/mol were prepared and characterized.

  DOI：

  10.1021/jo00078a026
• 作为产物：
  描述：

  5,14-Dioxa-4,15-dioxooctadeca-2,16-diene-1,18-dicarboxylic acid 、 三乙二醇 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 1,6,9,12,15,20-Hexaoxa-2,5,16,19-tetraoxocyclooctacosa-3,17-diene
  参考文献：
  名称：

  Biomimetic ion transport: a functional model of a unimolecular ion channel

  摘要：

  DOI：

  10.1021/ja00184a075