bis(4-formylphenylpropyloxy)-p-tert-butylcalix[4]arene | 1310709-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(4-formylphenylpropyloxy)-p-tert-butylcalix[4]arene
• 英文别名: 4-[3-[[5,11,17,23-Tetratert-butyl-27-[3-(4-formylphenoxy)propoxy]-26,28-dihydroxy-25-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]oxy]propoxy]benzaldehyde
• CAS: 1310709-98-8
• 化学式: C₆₄H₇₆O₈
• 分子量: 973.303
• InChiKey: UUIGIWGKQOJVPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  956.1±65.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.6
• 重原子数：
  72
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(4-formylphenylpropyloxy)-p-tert-butylcalix[4]arene 在 乌洛托品 、 三氟乙酸 作用下， 以75%的产率得到5,17-diformyl-11,23-di-tert-butyl-25,27-di[3-(4-formylphenoxy)propoxy]-26,28 dihydroxycalix[4]arene
  参考文献：
  名称：

  新型手性席夫碱和杯[4]芳烃氨基醇衍生物的合成及手性识别特性

  摘要：

  摘要 本研究报道了席夫碱和氨基醇取代杯[4]芳烃的一些氨基酸甲酯和氨基醇的合成和液相萃取性能。席夫碱取代的杯[4]芳烃 5 是通过缩合反应合成的，涉及 5,17-二甲酰基-11,23-二叔丁基-25,27-二[3-(4-甲酰基苯氧基)丙氧基]-26 ,28 二羟基杯[4]芳烃 4 和 (R)-(-)-2-苯基甘氨酸甲酯在 CHCl 3 :MeOH 中。为了得到氨基醇取代的杯[4]芳烃6，合成的手性化合物5被LiAlH 4 还原。新的手性席夫碱和杯[4]芳烃的氨基醇衍生物已通过FT-IR、1 H NMR、13 C NMR、FAB-MS和元素分析的组合进行表征。还，

  DOI：

  10.1016/j.molstruc.2011.10.053
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 potassium carbonate 作用下， 生成 bis(4-formylphenylpropyloxy)-p-tert-butylcalix[4]arene
  参考文献：
  名称：

  New calix[4]arene based oxalylamido receptors for recognition of copper(II)

  摘要：

  New calix[4]arene derivatives with oxalylamido loops on their upper and lower rim (7, 8) have been designed and synthesized. It has been determined that molecular receptor 8 is more efficient than 7 for recognition of copper ions in preference to other metal ions through distinct 'naked eye' color change and a significant change in absorption spectra and fluorescence characteristics. The reported work paves the way for development of novel sensor materials for ubiquitous ions like copper at low concentrations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.034

文献信息

• Narrow-Rim Functionalization of Calix[4]arene through Ugi-4CR: Synthesis of a Series of Calix[4]arene Peptoids
  作者：Anupriya Savithri、Sreeja Thulasi、Ramavarma Luxmi Varma

  DOI：10.1021/jo4025732

  日期：2014.2.21

  Adaptation of Ugi-4CR for the narrow-rim modification of calix[4]arene toward the synthesis of a series of tripeptoid and tetrapeptoid calix[4]arenes is described. The metal ion/organic cation binding properties of the newly synthesized peptoid calix[4]arenes were also investigated.

  描述了Ugi-4CR对杯[4]芳烃的窄边修饰对一系列三肽和四肽杯[4]芳烃合成的适应性。还研究了新合成的拟肽杯[4]芳烃的金属离子/有机阳离子结合性能。
• Novel fluorescein appended calix[4]arenes for preferential recognition of Cu2+ ions
  作者：Har Mohindra Chawla、Richa Shukla、Shubha Pandey

  DOI：10.1016/j.tetlet.2013.02.017

  日期：2013.4

  Novel calix[4]arene derivatives with fluorescein appendages (7 and 8) were synthesized for application in preferential recognition of Cu2+ ions over other metal ions through enhancement of fluorescence intensity with a detection limit up to nanomolar level in acetonitrile. A profound color change from colorless to yellow in acetonitrile and colorless to purple in aqueous medium indicates specific copper

  合成了带有荧光素附件的新型杯[4]芳烃衍生物（7和8），通过增强荧光强度（在乙腈中的检出限可达纳摩尔水平），将Cu 2+离子优先识别为优于其他金属离子。在乙腈中从无色到黄色的深颜色变化以及在水性介质中从无色到紫色的深颜色变化表明，由于荧光素螺内酰胺官能团的选择性开环，可以特异性地识别特定的铜离子。合成的受体显示出开发高效的Cu 2+化学传感器所需的高选择性和可逆性。
• An Efficient Multi-Component Synthesis of Highly Functionalized Calix[4]arenes with Pronounced Binding Affinity toward β-Lactoglobulin
  作者：Reza Zadmard、Peyman Akbari-Moghaddam、Shukufe Darvishi、Maryam Mirza-Aghayan

  DOI：10.1002/ejoc.201600543

  日期：2016.8

  and convenient approach for the synthesis of multi-functionalized calix[4]arenes through multi-component reactions is described. A series of five new calix[4]arene-hexaamide derivatives were synthesized, and their structures were elucidated by means of spectroscopic data. The value of this method lies in its operational simplicity, mild reaction conditions, structural diversity of products, and good

  描述了一种通过多组分反应合成多功能杯[4]芳烃的简便方法。合成了5个新的杯[4]芳烃-六酰胺衍生物，并通过光谱数据阐明了它们的结构。该方法的价值在于其操作简单、反应条件温和、产物结构多样、收率好。此外，荧光研究表明这些新杯[4]芳烃对β-乳球蛋白具有相当大的结合亲和力。
• Calix[4]arene-based Multifunctional Ligand as Potent Protein Binding Agent
  作者：Mahshid Esmaielzade Rostami、Banafsheh Gorji、Reza Zadmard

  DOI：10.1002/jhet.3299

  日期：2018.11

  In this work, a new protein binding agent based on multifunctional calix[4]arene CP has been synthesized by a one‐pot four‐component reaction. Protein binding affinity of designed ligand (CP) was investigated in physiological buffer (pH = 7.4) by fluorescence quenching method and revealed considerable binding affinity between CP and β‐lactoglobulin (BLG). The three‐dimensional (3D) fluorescence measurements

  在这项工作中，通过单锅四组分反应合成了一种基于多功能杯[4] arene CP的新型蛋白结合剂。通过荧光猝灭法在生理缓冲液（pH = 7.4）中研究了设计配体（CP）的蛋白结合亲和力，发现CP和β-乳球蛋白（BLG）之间具有相当大的结合亲和力。三维（3D）荧光测量表明CP与BLG的结合不影响BLG构象。此外，研究了各种生物学上重要的金属离子对CP与BLG结合常数的影响。
• Synthesis and protein binding properties of novel highly functionalized Calix[4]arene
  作者：Reza Zadmard、Shukufe Darvishi、Peyman Akbari-Moghaddam

  DOI：10.1007/s10847-016-0637-9

  日期：2016.10

  functionalized calix[4]arene 5 has been synthesized and its structure characterized by 1H and 13C NMR, FT-IR and HRMS spectral data. Protein binding studies carried out using fluorescence spectroscopic technique revealed that this compound could bind strongly to lysozyme. Furthermore, the effect of compound 5 on the conformation of lysozyme was investigated using three-dimensional fluorescence spectroscopy

  合成了一种基于高度官能化杯[4]芳烃 5 的新型蛋白质结合剂，其结构通过 1H 和 13C NMR、FT-IR 和 HRMS 光谱数据表征。使用荧光光谱技术进行的蛋白质结合研究表明，该化合物可以与溶菌酶强烈结合。此外，使用三维荧光光谱研究了化合物5对溶菌酶构象的影响。最后研究了各种生物相关金属离子对溶菌酶与5结合常数的影响。