tetrakis(ω-hydroxybutyl)methylene-bridged cavitand | 214276-10-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: tetrakis(ω-hydroxybutyl)methylene-bridged cavitand
• 英文别名: 2-methyl cavitand；3-[29,33,37-Tris(3-hydroxypropyl)-6,12,18,39-tetramethyl-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propan-1-ol
• CAS: 214276-10-5
• 化学式: C₄₈H₅₆O₁₂
• 分子量: 824.965
• InChiKey: PPXLBFYOOKRNAE-UHFFFAOYSA-N

物化性质

• 熔点：
  227 °C (decomp)
• 密度：
  1.273±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tetrakis(ω-hydroxybutyl)methylene-bridged cavitand 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Three resorcin[4]arene-based complexes with Cu(ii)-exchange characteristics and fluorescence sensing of polyoxometalates in aqueous solutions

  摘要：

  三种新型间苯二酚[4]芳烃基配位聚合物，[Cd3L(H2L)(H2O)2]·2DMF·11.5H2O (1)、[Zn4L2(H2O)4]·2DMF·10H2O (2) 和 [Mn9L4(HCOO) )2(H2O)12·(DMF)2]·2DMF·10H2O (3) (H4L = 四(ω-羧丁基)亚甲基间苯二酚[4]芳烃，DMF = N,N'-二甲基甲酰胺)，已通过溶剂热合成。化合物 1-3 都是由二级结构单元 (SBU) 构建的双层结构，其中 1 中发现三核簇，2 和 3 中观察到无限棒状链。引人注目的是，化合物 1-3 显示部分 Cu(II)-交换特性。研究了1和2检测水溶液中多金属氧酸盐(POM)的固态发射光谱和荧光传感能力。

  DOI：

  10.1039/c4ce01376j
• 作为产物：
  描述：

  溴氯甲烷 、 2-methyldodecol 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以80%的产率得到tetrakis(ω-hydroxybutyl)methylene-bridged cavitand
  参考文献：
  名称：

  Synthesis of Water-Soluble Highly Charged and Methylene-Bridged ­Resorcin[4]arenes

  摘要：

  具有电活性亲水性紫罗碱单元、化学结合于其“边缘”区域以及多种悬挂基团（“足部”）的亚甲基桥联间苯二酚[4]芳烃已合成。这些化合物被设计为发挥电活性腔体作用，并尤其作为分枝杆菌通道蛋白的客体（通道阻断剂）。

  DOI：

  10.1055/s-2008-1032192

文献信息

• Water-Soluble Cavitands − Synthesis, Solubilities and Binding Properties
  作者：Oskar Middel、Willem Verboom、David N. Reinhoudt

  DOI：10.1002/1099-0690(200208)2002:15<2587::aid-ejoc2587>3.0.co;2-2

  日期：2002.8

  Water-soluble cavitand receptors have been obtained by the introduction of ionizable groups (5, 21-28, 39) and neutral hydrophilic tetraethylene glycol based dendritic wedges (19, 20). The synthesis of these cavitands and a study of their water solubilities and binding properties toward neutral organic guests (toluene, phenol, p-cresol) in water are described.

  通过引入可电离基团 (5, 21-28, 39) 和中性亲水性四乙二醇基树枝状楔形物 (19, 20) 已获得水溶性空腔受体。描述了这些空腔的合成及其对水中中性有机客体（甲苯、苯酚、对甲酚）的水溶性和结合特性的研究。
• Multiple phosphate-linked nucleotide couplings via 5′ silyl ether protection in the phosphite triester and phosphoramidite approaches
  作者：Grant A.L. Bare、John C. Sherman

  DOI：10.1016/j.tetlet.2013.04.043

  日期：2013.6

  Phosphite triester and phosphoramidite coupling methodologies are described for performing fourfold solution phase installations of standard deoxynucleotides onto a single cavitand template molecule. The methodologies here are based on 5′ silyl ether protection of the appropriate nucleoside or nucleoside phosphoramidite. Synthesis of a novel water-soluble species incorporating four covalently-linked

  描述了亚磷酸三酯和亚磷酰胺的偶联方法，用于在单个cavitand模板分子上执行标准脱氧核苷酸的四重溶液相安装。此处的方法基于适当核苷或核苷亚磷酰胺的5'甲硅烷基醚保护。显示了包含四个共价连接的鸟嘌呤核苷酸的新型水溶性物质的合成。
• Water-Soluble Cavitands:  Synthesis of Methylene-Bridged Resorcin[4]arenes Containing Hydroxyls and Phosphates at Their Feet and Bromomethyls and Thiomethyls at Their Rims
  作者：Adam R. Mezo、John C. Sherman

  DOI：10.1021/jo980305k

  日期：1998.10.1

  The synthesis of rim-functionalized methylene-bridged resorcin[4]arenes ("cavitands") containing hydrophilic propanol or water-solublilizing propylphosphate feet is described. The cavitands possess the synthetically useful benzylthiol (cavitands 6 and 16) or benzylbromide (cavitands 9 and 11) functionalities at their rims, which are suitable for further derivatization near the hydrophobic cavity of

  描述了边缘官能化的亚甲基桥连间苯二酚[4]芳烃（“ cavitands”）的合成，其包含亲水性丙醇或水溶性的磷酸丙酯脚。所述空洞在其边缘处具有合成有用的苄硫醇（空洞6和16）或苄基溴（空洞9和11）官能团，其适于在空洞的疏水腔附近进一步衍生化。这些水溶性空洞分子代表了新的组成部分，非常适合在水性超分子化学中使用。作为其在超分子研究中合成效用的一个例子，我们使有足磷酸盐的空洞11和16与含半胱氨酸的肽17和氯乙酰化的肽19分别反应，得到相应的从头蛋白18和20。
• Host-guest binding of simple cavitands in water
  作者：Xuan Gui、John C. Sherman

  DOI：10.1039/b106586f

  日期：2001.12.19

  Simple water soluble cavitands were prepared and the thermodynamics of their binding with neutral guests in water is reported.

  制备了简单的水溶性空穴剂，并报告了它们在水中与中性客体结合的热力学。
• Synthesis and Coordination Chemistry of Lower Rim Cavitand Ligands
  作者：Laura Pirondini、Davide Bonifazi、Edoardo Menozzi、Elina Wegelius、Kari Rissanen、Chiara Massera、Enrico Dalcanale

  DOI：10.1002/1099-0690(200106)2001:12<2311::aid-ejoc2311>3.0.co;2-#

  日期：2001.6

  Four new cavitand ligands, modified at the lower rim with cyano and pyridyl functional groups, have been synthesized and their coordinative behaviour toward transition metal ions has been explored. The outcome of the self-assembly of these compounds in the presence of different metal precursors is biased toward the formation of intramolecular complexes, independent of the coordination geometry imposed by the metal centre. Dimeric species have been obtained by decreasing the number of ligands at the lower rim from four to two and by using a metal precursor capable of exchanging four ligands simultaneously.