5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxy-25-(methoxycarbonylmethoxy)calix[4]arene | 792916-19-9

• 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: 5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxy-25-(methoxycarbonylmethoxy)calix[4]arene
• 英文别名: monocarboxymethylcalix[4]arene；mono(methoxycarbonylmethoxy)-p-tert-butylcalix[4]arene；p-tert-butylcalix[4]arene monomethyl ester；Methyl 2-[(5,11,17,23-tetratert-butyl-26,27,28-trihydroxy-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]acetate；methyl 2-[(5,11,17,23-tetratert-butyl-26,27,28-trihydroxy-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]acetate
• CAS: 792916-19-9
• 化学式: C₄₇H₆₀O₆
• 分子量: 720.99
• InChiKey: KYDQMSSOLHQLNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  53
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxy-25-(methoxycarbonylmethoxy)calix[4]arene 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以90%的产率得到
  参考文献：
  名称：

  Synthesis and Complexation properties of N,N’-bis(calix[4]Arenoxyacetyl)Hydrazine Derivative

  摘要：

  Heating of p-tert-butylcalix[4]arene bearing acethydrazide moiety at the lower rim in MeCN or (PrOH)-O-i (EtOH) affords the corresponding N,N'-bis(calix[4]arenoxyacetyl)hydrazine derivative. The hydrazinolysis of mono(methoxycarbonylmethoxy)-p-tert-butylcalix[4]arene in benzene or refluxing biscalixarene hydrazide in benzene in the presence of hydrazine hydrate produces the mixture of 1,2- and 1,3-(N,N'-diacetylhydrazine)-p-tert-butylcalix[4]arenes.

  DOI：

  10.1016/j.mencom.2012.09.012
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 、 溴乙酸甲酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 5,11,17,23-tetra-tert-butyl-26,27,28-trihydroxy-25-(methoxycarbonylmethoxy)calix[4]arene
  参考文献：
  名称：

  Detection of NaCN in aqueous media using a calixarene-based fluoroionophore containing ruthenium(ii)-bipyridine as the fluorogenic unit

  摘要：

  一种含有Ru（II）-双吡啶单元和杯芳烃基团的新荧光离子载体被合成。它能够在水介质中选择性地检测出NaCN中的CN-离子；其性能已成功在真实样品中进行了测试。

  DOI：

  10.1039/c4ra12075b

文献信息

• Synthesis of first-generation calix-dendrimer from 1,3,5-tris(aminomethyl)-2,4,6-trimethylbenzene and p-tert-butylcalix[4]arene monomethyl ester
  作者：Besma Mellah、Young Hoon Lee、Dong Il Kim、Jeong Hwan Cho、Yang Kim

  DOI：10.1007/s10847-015-0523-x

  日期：2015.6

  A first-generation calix-dendrimer 1 suitable as a multidentate ligand for metal-ion binding was prepared from 1,3,5-tris(aminomethyl)-2,4,6-trimethylbenzene as the dendrimer core and p-tert-butylcalix [4] arene monomethyl ester as a repetitive branch, and characterized by spectroscopic techniques.

  以 1,3,5-三（氨基甲基）-2,4,6-三甲基苯为树枝状聚合物核心，对叔丁基钙[4]烯单甲酯为重复支链，制备了适合作为金属离子结合多叉配体的第一代钙[4]烯树枝状聚合物 1，并利用光谱技术对其进行了表征。
• Hyperbranched molecules based on calixarenes
  作者：Najah Cheriaa、Rym Abidi、Jacques Vicens

  DOI：10.1016/j.tetlet.2004.07.154

  日期：2004.10

  Synthesis of the diamide 2 derived from tris(2-aminoethyl)amine and monocarboxymethylealix[4]arene provides a starting material useful for the preparation of a variety of hyperbranched molecules. Metal ion binding is one of the potentially useful properties of these new materials. (C) 2004 Published by Elsevier Ltd.
• Calix[4]arene-Based, Hg²⁺-Induced Intramolecular Fluorescence Resonance Energy Transfer Chemosensor
  作者：Amel Ben Othman、Jeong Won Lee、Jia-Sheng Wu、Jong Seung Kim、Rym Abidi、Pierre Thuéry、Jean Marc Strub、Alain Van Dorsselaer、Jacques Vicens

  DOI：10.1021/jo071226o

  日期：2007.9.1

  [GRAPHICS]A novel calix[4]arene-based chemosensor I based on Hg2+-induced fluorescence resonance energy transfer (FRET) was synthesized, and its sensing behavior toward metal ions was investigated by UV/vis and fluorescence spectroscopies. Addition of Hg2+ to a CH3CN solution of I gave a significantly enhanced fluorescence at similar to 575 nm via energy transfer (FRET-ON) from the pyrenyl excimer to a ring-opened rhodamine moiety. In contrast, addition of Al3+ induced a distinct increase of pyrenyl excimer emission (similar to 475 nm), while no obvious FRET-ON phenomenon was observed. Different binding behaviors of 1 toward Hg2+ and Al3+ were also proposed for the interesting observation.
• A novel pyrenyl-appended tricalix[4]arene for fluorescence-sensing of Al(III)
  作者：Amel Ben Othman、Jeong Won Lee、Young-Duk Huh、Rym Abidi、Jong Seung Kim、Jacques Vicens

  DOI：10.1016/j.tet.2007.06.120

  日期：2007.10

  In acetonitrile, the tren-N-tricalix[4]arene 4 with three appended pyrenyl groups showed an enhanced fluorescence in the presence of Al3+ and, to a lesser extent, of In3+. Compound 4 was shown to form a 1: 1 complex with Al3+, the metal cation being located in the tren part. The association constant (K-a) of 4 for the Al3+ cation was calculated to be 8.7 x 10(3) M-1 in acetonitrile. (C) 2007 Elsevier Ltd. All rights reserved.
• Self-inclusion in 5,11,17,23-tetra-<i>tert</i>-butyl-26,27,28-trihydroxy-25-(methoxycarbonylmethoxy)calix[4]arene chloroform trisolvate
  作者：Amel Ben Othman、Najah Cheriaa、Rym Abidi、Jacques Vicens、Pierre Thuéry

  DOI：10.1107/s0108270104026356

  日期：2004.12.15

  The title compound, C47H60O6 . 3CHCl(3), is the first example of a lower- rim mono- ester calixarene derivative to be crystallographically characterized. The cone conformation adopted by the macrocycle is stabilized by three intramolecular hydrogen bonds. Self- inclusion of the methyl ester chain in the cavity of an adjacent molecule gives rise to infinite chains parallel to the c axis. C - H ... pi interactions involving the methyl group most imbedded in the cavity contribute to the stabilization of the system.