25,27-bis[1,1'-(S,1S,1'S)-1,3-phenylenebis(((S)-1-phenylethylaminomethylene)-dinaphthalen-2-yloxy)propoxy]-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene | 1315567-07-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 25,27-bis[1,1'-(S,1S,1'S)-1,3-phenylenebis(((S)-1-phenylethylaminomethylene)-dinaphthalen-2-yloxy)propoxy]-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene
• CAS: 1315567-07-7
• 化学式: C₉₄H₁₀₄N₂O₆
• 分子量: 1357.87
• InChiKey: SHURGQLOVUXEHR-NYLVRDFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.16
• 重原子数：
  102.0
• 可旋转键数：
  6.0
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  101.44
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1-[(S)-[3-[(S)-(2-hydroxynaphthalen-1-yl)-[[(1S)-1-phenylethyl]amino]methyl]phenyl]-[[(1S)-1-phenylethyl]amino]methyl]naphthalen-2-ol 、 5,11,17,23-tetra-t-butyl-25,27-di(2-bromopropyl)-26,28-dihydroxycalix[4]arene 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以84%的产率得到25,27-bis[1,1'-(S,1S,1'S)-1,3-phenylenebis(((S)-1-phenylethylaminomethylene)-dinaphthalen-2-yloxy)propoxy]-26,28-dihydroxy-5,11,17,23-tetra(tert-butyl)calix[4]arene
  参考文献：
  名称：

  Chiral calix[4]arenes bearing aminonaphthol moieties as membrane carriers for amino acid methyl esters and mandelic acid

  摘要：

  Chiral calix[4]arene derivatives functionalized at the lower rim with chiral aminonaphthol units have been prepared. The structures of these receptors were characterized by a combination of (1)H NMR, (13)C NMR, FTIR and elemental analysis. The transport of amino acid derivatives (phenylglycine, phenylalanine and tryptophan methyl ester hydrochlorides) and mandelic acid were studied through a bulk liquid membrane in the presence of chiral calix[4]arene derivatives. The transport rate and enantioselectivity of the amino acid esters studied depended mainly upon the structure of the chiral receptors. The influence of calixarene and amino acid ester structures upon transport through a liquid membrane is discussed. The receptors with hydrogen bonding sites and aromatic groups showed considerable higher transport rates and stereoselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.04.019