5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(chlorocarbonyl)methoxy]-thiacalix[4]arene | 700813-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(chlorocarbonyl)methoxy]-thiacalix[4]arene
• 英文别名: 2-[[5,11,17,23-Tetratert-butyl-26,27,28-tris(2-chloro-2-oxoethoxy)-2,8,14,20-tetrathiapentacyclo[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-dodecaen-25-yl]oxy]acetyl chloride；2-[[5,11,17,23-tetratert-butyl-26,27,28-tris(2-chloro-2-oxoethoxy)-2,8,14,20-tetrathiapentacyclo[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-dodecaen-25-yl]oxy]acetyl chloride
• CAS: 700813-30-5
• 化学式: C₄₈H₅₂Cl₄O₈S₄
• 分子量: 1027.01
• InChiKey: ULZRXWKZINPQLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  64
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  206
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  特定基氨基甲酸脂酶 、 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(chlorocarbonyl)methoxy]-thiacalix[4]arene 在 三乙胺 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 16.0h， 以0.073 g的产率得到5,11,17,23-tetra-tert-butyl-25,27-di{[N-(4-(N-tert-butoxycarbonyl)amino-phenyl)aminocarbonyl]methoxy}-26,28-di(hydroxycarbonylmethoxy)-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  Novel dendritic cores based on thiacalix[4]arene derivatives

  摘要：

  Thiacalix[4]arenes possessing carboxylic groups were used for the design of potential dendritic cores with amino surface groups. The known tetraacetic acid in the 1,3-alternate conformation gave the desired product in very low yield because of steric hindrance on thiacalix[4]arene moiety. Therefore, synthetic strategy based on withdrawing of the carboxyl groups via benzylic spacer from the thiacalix[4]arene moiety was successfully applied for the realization of novel thiacalix[4]arenes bearing two or four protected lysine units. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.085
• 作为产物：
  描述：

  4-叔丁基硫杂杯[4]芳烃 在 sodium hydroxide 、 草酰氯 作用下， 以 四氯化碳 、 乙醇 、 水 、 丙酮 为溶剂， 反应 147.0h， 生成 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(chlorocarbonyl)methoxy]-thiacalix[4]arene
  参考文献：
  名称：

  （thia）calix [4]芳烃低聚物的合成：基于杯芳烃的树枝状聚合物

  摘要：

  在下部边缘上带有两个或四个羧基官能团的硫杂杯[4]芳烃用作合成通过酰胺基官能团连接的新型杯芳烃低聚物的起始化合物。锥形构象异构体与四个5-氨基杯[4]芳烃分子平稳反应，生成相应的五元杯芳烃。另一方面，由于空间位阻，因此1，3-交替物仅与两个分子缩合，从而导致三-杯芳烃，其具有基于25,26-取代模式的新型固有手性。将“经典”杯芳烃和硫杂杯芳烃结构单元连接在一起的标题化合物代表了迈向以杯芳烃为基础的树枝状结构的第一步。

  DOI：

  10.1016/j.tet.2004.02.036

文献信息

• p-tert-Butyl thiacalix[4]arenes functionalized at the lower rim by o-, m-, p-amido and o-, m-, p-(amidomethyl)pyridine fragments as receptors for α-hydroxy- and dicarboxylic acids
  作者：Ivan I. Stoikov、Arkadiy Yu. Zhukov、Maria N. Agafonova、Ruzal R. Sitdikov、Igor S. Antipin、Alexander I. Konovalov

  DOI：10.1016/j.tet.2009.10.075

  日期：2010.1

  A series of new p-tert-butyl thiacalix[4]arenes with o-, m-, p-amido and o-, m-, p-(amidomethyl)pyridine substituents at the lower rim in cone, partial cone, and 1,3-alternate conformations were synthesized. The ability of the obtained compounds to recognize the α-hydroxy (glycolic, tartaric) and dicarboxylic (oxalic, malonic, succinic, fumaric, and maleic) acids was investigated by UV–vis spectroscopy

  一系列新的p -叔丁基硫杂杯[4]芳烃与ø - ，米- ，p -酰氨基和ø - ，米- ，p -在下轮辋（酰氨基甲基）吡啶取代基锥形，偏锥形，和1 ，3-替代构象合成。通过紫外可见光谱研究了获得的化合物识别α-羟基（乙醇酸，酒石酸）和二羧酸（草酸，丙二酸，琥珀酸，富马酸和马来酸）的能力。另外，结合的效率和选择性，缔合常数log  K a（10 2至10 7 中号-1）和化学计量确定为的络合物p -叔丁基硫杂杯[4]与酸芳烃。基于受体p -叔丁基硫杂杯[4]（酰氨基甲基）吡啶替代芳烃在许多情况下最有效的络合。
• Aminopyridyl derivative of thiacalix[4]arene-carboxylic acid as ionizable highly selective Ag+ ionophore
  作者：Xiong Li、Shu-Ling Gong、Wei-Ping Yang、Yan Li、Yuan-Yin Chen、Xiang-Gao Meng

  DOI：10.1007/s10847-009-9684-9

  日期：2010.2

  A novel mono-ionizable receptor 2 possessing three aminopyridyl and one carboxylic group in 1,3-alternate conformation based on thiacalix[4]arene, confirmed by single crystal X-ray analysis, was prepared. For competitive solvent extraction of alkali metal (Na+, K+ and Cs+) and some transition metal (Cu2+, Zn2+, TI+, Ag+) cations from aqueous solutions into chloroform, it was found that the introduction

  制备了一种新型的单电离受体 2，具有三个氨基吡啶基和一个羧基，具有 1,3-交替构象，基于硫杯 [4] 芳烃，经单晶 X 射线分析证实。对于碱金属（Na+、K+ 和 Cs+）和一些过渡金属（Cu2+、Zn2+、TI+、Ag+）阳离子从水溶液到氯仿中的竞争性溶剂萃取，发现引入了质子可电离基团（羧酸部分）加入氨基吡啶基硫杯[4]芳烃衍生物可以进一步提高其高选择性的Ag+萃取性。
• Syntheses of inherently chiral monosulfinyltrithiacalix[4]arenes by the oxidation of one of the bridging sulfurs of a tetrathiacalix[4]arene fixed in the 1,3‐alternate conformation
  作者：Naoya Morohashi、Ryoichiro Naito、Nobuhiko Iki、Sotaro Miyano

  DOI：10.1560/vqjk-0q49-hrwr-e2f1

  日期：2001.12

  A new synthetic strategy for the construction of an inherently chiral, sulfur-bridged calix[4]arene molecular framework was presented by oxidation of one of the four epithio bonds of a tetrathiacalix[4]arene derivative of 1,3-alternate conformation: Tetra(carboxymethyl) ether of p-tert-butyltetrathiacalix[4]arene of 1,3-alternate conformation (7) was converted to the tetra(l-menthoxycarbonylmethyl)

  通过氧化1,3-交替构象的四硫杂杯[4]芳烃衍生物的四个表硫键之一，提出了一种构建固有手性硫桥连杯[4]芳烃分子骨架的新合成策略：Tetra将具有1，3-交替构象的对叔丁基四硫杂杯[4]亚芳基的（羧甲基）醚（7）转化为四（1-薄荷氧基羰基甲基）醚（8）。的四氧化升-薄荷基酯8通过用NABO 3（1.1摩尔当量），得到一对monosulfinyl衍生物的非对映体（9），产率为58％，可通过硅胶柱色谱法轻松分离。除去1-薄荷基部分，然后进行甲基酯化，在62和56中得到对映体纯的固有手性（-）-和（+）-单亚磺酰基三硫杂杯[4]芳烃衍生物（（-）- 10和（+）- 10）的样品分别为％收率。
• Design, synthesis, characterization, and preliminary complexation studies of chromogenic vanadophiles: 1,3-alternate thiacalix[4]arene tetrahydroxamic acids
  作者：Mitesh H. Patel、Vijay B. Patel、Pranav S. Shrivastav

  DOI：10.1016/j.tet.2007.12.048

  日期：2008.2

  New chromogenic supramolecular vanadophiles were designed and synthesized by incorporating hydroxamic acid chains on a 1,3-alternate thiacalix[4]arene scaffold and were found to show high affinity toward vanadate ions. The article describes a comprehensive design process to devise a tailor-made co-ordination cavity for vanadate ions by pre-organization of hydroxamic acid chelating moieties on a 1,3-alternate thiacalix[4]arene scaffold. These receptors simultaneously co-ordinate two vanadate ions giving a highly 'staggered' geometry with almost D(2d) Symmetry. Proposed structures and complexation behavior of the receptors were explained by critical examination of FTIR, UV - visible, mass, and (1)H NMR data. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and spectroscopic properties of porphyrin-(thia)calix[4]arene conjugates
  作者：Miroslav Dudic、Pavel Lhoták、Ivan Stibor、Hana Dvoráková、Kamil Lang

  DOI：10.1016/s0040-4020(02)00506-9

  日期：2002.7

  Calix[4]arene diacetate and tetraacetate together with their tetrathia-analogs served as starting compounds for the synthesis of novel porphyrin-calixarene conjugates. The introduction of monoaminotetraphenylporphyrin gave corresponding calixarene derivatives, bearing two or four porphyrin units on the lower calixarene rim. These compounds, immobilized in the cone conformation, possess interesting photophysical properties. The absorption and fluorescence emission spectra of the synthesized diporphyrins and tetraporphyrins reveal exciton coupling between the porphyrin units. The flexibility of the amidic bridges accounts for tuning of the degree of porphyrin coupling by the solvent polarity. (C) 2002 Elsevier Science Ltd. All fights reserved.