1,3,5-tris[4-butoxy-5-propyl-3-{[(4-ethoxy-1,2-dioxo-3-cyclobutenyl)amino]methyl}phenyl]benzene | 186184-32-7

• 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: 1,3,5-tris[4-butoxy-5-propyl-3-{[(4-ethoxy-1,2-dioxo-3-cyclobutenyl)amino]methyl}phenyl]benzene
• 英文别名: 3-[[5-[3,5-Bis[4-butoxy-3-[[(2-ethoxy-3,4-dioxocyclobuten-1-yl)amino]methyl]-5-propylphenyl]phenyl]-2-butoxy-3-propylphenyl]methylamino]-4-ethoxycyclobut-3-ene-1,2-dione
• CAS: 186184-32-7
• 化学式: C₆₆H₈₁N₃O₁₂
• 分子量: 1108.38
• InChiKey: XIQWATBFZLZVES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.1
• 重原子数：
  81
• 可旋转键数：
  36
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  194
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  N,N-二甲基-对苯二胺 、 1,3,5-tris[4-butoxy-5-propyl-3-{[(4-ethoxy-1,2-dioxo-3-cyclobutenyl)amino]methyl}phenyl]benzene 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  An Effective Fluorescent Sensor for Choline-Containing Phospholipids

  摘要：

  A set of weak CH small middle dot small middle dot small middle dotO interactions is responsible for the recognition of tetraalkylammonium ions (ball-and-stick structure) by the tripodal receptors depicted in the diagram, in which the binding pocket is lined with squaramide units. The association constants of the fluorescent receptors are remarkably high at about 10(5) M(-1) and can be used for signaling the presence of selected choline phospholipids. Z=RNH, where R=alkyl, arylamino; X(-)=BH(4)(-), Cl(-), Br(-), I(-).

  DOI：

  10.1002/(sici)1521-3773(19990802)38:15<2208::aid-anie2208>3.0.co;2-9
• 作为产物：
  描述：

  1,3,5-tris(4-hydroxy-3-methoxycarbonyl-5-propylphenyl)benzene 在 lithium aluminium tetrahydride 、 sodium azide 、 三溴化磷 、 caesium carbonate 、 红铝 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 、 苯 为溶剂， 反应 50.25h， 生成 1,3,5-tris[4-butoxy-5-propyl-3-{[(4-ethoxy-1,2-dioxo-3-cyclobutenyl)amino]methyl}phenyl]benzene
  参考文献：
  名称：

  Squaramido-Based Receptors:  Design, Synthesis, and Application to the Recognition of Tetraalkylammonium Compounds

  摘要：

  A new series of tripodal receptors based on squaramido rings as unprecedented binding units has been devised. Among the different structural possibilities that this functionality offers, the ability of establishing multiple O to C-H interactions has been explored. On this basis, new receptors capable of recognizing choline, acetylcholine, and related ammonium salts have been synthesized. Association constants in the range 10(3)-10(4) M(-1) have been measured by a H-1-NMR titration method The formation of intracavity complexes is supported by the observation of characteristic changes in the NMR spectra of the complexes, of intermolecular cross peaks in 2D. ROESY experiments, and by detection of signals corresponding to the molecular weight of the complexes by positive FAB mass spectrometry.

  DOI：

  10.1021/jo9614147

文献信息

• Squaramido-based receptors: Molecular recognition of carboxylate anions in highly competitive media
  作者：Rafel Prohens、Salvador Tomàs、Jeroni Morey、Pere M. Deyà、Pablo Ballester、Antoni Costa

  DOI：10.1016/s0040-4039(97)10728-6

  日期：1998.2

  A new series of artificial receptors for binding carboxylates has been developed. The receptors are based on the hydrogen bonding abilities of secondary squaramides as binding subunits. The data reveal the formation of 1:1 complexes in highly competitive media. Using convenient spacers, receptors for di- and tri-carboxylates that incorporate two and three squaramide subunits have been prepared. The

  已经开发了一系列新的结合羧酸盐的人工受体。受体基于仲方酰胺作为结合亚基的氢键结合能力。数据揭示了在竞争激烈的媒体中1：1配合物的形成。使用方便的间隔基，已经制备了结合有两个和三个方酰胺亚基的二羧酸盐和三羧酸盐的受体。配合物的特征在于nmr，如果可能，还可以通过FAB光谱分析。
• Squaramido-Based Receptors:  Design, Synthesis, and Application to the Recognition of Tetraalkylammonium Compounds
  作者：Salvador Tomàs、Rafel Prohens、Manuel Vega、M. Carmen Rotger、Pere M. Deyà、Pablo Ballester、Antoni Costa

  DOI：10.1021/jo9614147

  日期：1996.1.1

  A new series of tripodal receptors based on squaramido rings as unprecedented binding units has been devised. Among the different structural possibilities that this functionality offers, the ability of establishing multiple O to C-H interactions has been explored. On this basis, new receptors capable of recognizing choline, acetylcholine, and related ammonium salts have been synthesized. Association constants in the range 10(3)-10(4) M(-1) have been measured by a H-1-NMR titration method The formation of intracavity complexes is supported by the observation of characteristic changes in the NMR spectra of the complexes, of intermolecular cross peaks in 2D. ROESY experiments, and by detection of signals corresponding to the molecular weight of the complexes by positive FAB mass spectrometry.
• An Effective Fluorescent Sensor for Choline-Containing Phospholipids
  作者：Salvador Tomàs、Rafel Prohens、Ghislain Deslongchamps、Pablo Ballester、Antoni Costa

  DOI：10.1002/(sici)1521-3773(19990802)38:15<2208::aid-anie2208>3.0.co;2-9

  日期：1999.8.2

  A set of weak CH small middle dot small middle dot small middle dotO interactions is responsible for the recognition of tetraalkylammonium ions (ball-and-stick structure) by the tripodal receptors depicted in the diagram, in which the binding pocket is lined with squaramide units. The association constants of the fluorescent receptors are remarkably high at about 10(5) M(-1) and can be used for signaling the presence of selected choline phospholipids. Z=RNH, where R=alkyl, arylamino; X(-)=BH(4)(-), Cl(-), Br(-), I(-).