R,R-(+)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxylic acid | 76871-57-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: R,R-(+)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxylic acid
• 英文别名: 2R,3R-(+)-2,3-dicarboxyl-1,4,7,10,13,16-hexaoxacyclooctadecane；(2R,3R)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxylic acid
• CAS: 76871-57-3
• 化学式: C₁₄H₂₄O₁₀
• 分子量: 352.339
• InChiKey: CQVIOJNHFPYFTF-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.99
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  129.98
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  R,R-(+)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxylic acid 在 乙酰氯 作用下， 生成 (R,R)-1,4,7,10,13,16-Hexaoxacyclooctadecane-2,3-dicarboxylic acid anhydride
  参考文献：
  名称：

  Synthesis of a Series of Functionalized Bis-Crown Ethers

  摘要：

  合成了一系列新的双环醚，具有酸、醇和胺侧链，以及酰亚胺和内酰胺功能。

  DOI：

  10.1055/s-1991-26483
• 作为产物：
  描述：

  1,14-diiodo-3,6,9,12-tetraoxatetradecane 在 thallium alkoxide 作用下， 生成 R,R-(+)-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3-dicarboxylic acid
  参考文献：
  名称：

  膜运输。质子驱动的钾离子泵

  摘要：

  功能化的冠醚（1）-（3）通过耦合的质子反转运，作为钾离子通过其浓度梯度膜运输的载体。

  DOI：

  10.1039/c39800001211

文献信息

• Membrane transport. A proton-driven potassium ion pump
  作者：Laurel A. Frederick、Thomas M. Fyles、Virginia A. Malik-Diemer、Dennis M. Whitfield

  DOI：10.1039/c39800001211

  日期：——

  The functionalized crown ethers (1)–(3) act as carriers for the membrane transport of potassium ions against their concentration gradient by the coupled counter-transport of protons.

  功能化的冠醚（1）-（3）通过耦合的质子反转运，作为钾离子通过其浓度梯度膜运输的载体。
• Assembly of ion channel mimics from a modular construction set
  作者：Thomas M. Fyles、Tony D. James、Allana Pryhitka、Mohammad Zojaji

  DOI：10.1021/jo00078a026

  日期：1993.12

  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.
• Frederick, Laurel A.; Fyles, Thomas M.; Gurprasad, Narine P., Canadian Journal of Chemistry, 1981, vol. 59, p. 1724 - 1733
  作者：Frederick, Laurel A.、Fyles, Thomas M.、Gurprasad, Narine P.、Whitfield, Dennis M.

  DOI：——

  日期：——
• Synthesis of a Series of Functionalized Bis-Crown Ethers
  作者：H. Dugas、J. Vaugeois

  DOI：10.1055/s-1991-26483

  日期：——

  A new series of bis-crown ethers bearing either acid, alcohol and amine side chains as well as imide and lactam functions have been synthesized.

  合成了一系列新的双环醚，具有酸、醇和胺侧链，以及酰亚胺和内酰胺功能。