4,6-bis-octyloxyisophthalic acid monomethyl ester | 345625-94-7

• 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: 4,6-bis-octyloxyisophthalic acid monomethyl ester
• 英文别名: 2,4-dioctyloxy-5-methoxycarbonylbenzoic acid；5-Methoxycarbonyl-2,4-dioctoxybenzoic acid
• CAS: 345625-94-7
• 化学式: C₂₅H₄₀O₆
• 分子量: 436.589
• InChiKey: KUOHGACQJSJBDK-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102 °C(Solv: hexane (110-54-3))
• 沸点：
  563.2±50.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  31
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,6-bis-octyloxyisophthalic acid monomethyl ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 dimethyl 5,5'-((propane-1,3-diylbis(azanediyl))bis(carbonyl))bis(2,4-bis(octyloxy)benzoate)
  参考文献：
  名称：

  Duplex Foldamers from Assembly Induced Folding

  摘要：

  Oligoamide strands 1, 2, and 3, consisting of 4-H-bond units, were originally designed to form noncovalent polymers based on the expectation that they would adopt an extended conformation. Instead of assembling into the expected supramolecular polymer through their 4-H-bond units, the 1:1 mixture of 1 and 2 was found to form a highly stable dimeric species. To dimerize, the H-bonding sequences of 1 and 2 can only adopt a folded (stacked) conformation. The self-assembly of 3 was also found to adopt a similar folded duplex conformation. These novel duplex foldamers are very stable. They were characterized by 1D and 2D 1H NMR, VPO, and mass spectral (ESI) studies.

  DOI：

  10.1021/ja0361897
• 作为产物：
  描述：

  间苯二酚 在 硫酸 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 83.0h， 生成 4,6-bis-octyloxyisophthalic acid monomethyl ester
  参考文献：
  名称：

  超分子双嵌段共聚物与氢键结的高度有序的纳米多孔膜

  摘要：

  我们设计了有效的前体，该前体将互补的缔合基团与出色的结合亲和力和硫代羰基硫基团结合在一起，从而实现了精确的RAFT聚合。分子量高达30 kg mol -1的定义明确的PS和PMMA超分子聚合物合成后显示在非极性溶剂或本体中混合时会形成高度稳定的超分子二嵌段共聚物（BCP）。此类超分子BCP通过热退火的分层自组装可提供具有优异侧向顺序的形貌，可与共价二嵌段共聚物类似物预期的特征相媲美。用质子溶剂简单洗涤所得材料会破坏超分子缔合，并选择性地溶解一种聚合物，从而提供了一种制备顺序良好的纳米多孔材料的简单方法，而无需进行交联或侵入性化学降解。

  DOI：

  10.1002/anie.201504838

文献信息

• Sequence Specificity of Hydrogen-Bonded Molecular Duplexes
  作者：Huaqiang Zeng、Harold Ickes、Robert A. Flowers、Bing Gong

  DOI：10.1021/jo010250d

  日期：2001.5.1

  perfectly hydrogen-bonded duplex 1.2. These NMR and ITC results indicate that the pairing of two complementary single strands is not affected by another very similar single strand that contains only one wrong H-bond donor or acceptor, which demonstrates that the self-assembly of this class of H-bonded duplexes is a highly sequence-specific process. The role of these H-bonded duplexes as predictable and programmable

  基于双链体1.2设计并合成了氢键结合的分子双链体1.3和1.4，它们各自包含一个不匹配的结合位点（1.3中的受体对受体，以及1.4中的供体对受体）。一维和二维NMR研究表明，尽管存在单个错配的结合位点，但双链体1.3和1.4的骨架仍通过形成其余五个H键而保持对准。1.3和1.4的骨架通过在这些位点周围轻微扭曲而调整为存在不匹配的结合位点，从而减轻了两个H键供体（酰胺O）之间或两个受体（酰胺H）之间的正面排斥性相互作用。将1当量的单链2与单链1形成完美匹配的双链体1.2后，添加到1.3或1.4的溶液中，仅添加1.2和单链3或4，被检测到。等温滴定量热法（ITC，在含5％DMSO的氯仿中）表明，双链体1.3和1.4的稳定性比相应的氢键结合的双链体1.2的稳定性差（> 40倍）。这些NMR和ITC结果表明，两条互补单链的配对不受另一条非常相似的单链的影响，后者仅包含一个错误的H键供体或受体，这表
• Hydrogen bonding-mediated oligobenzamide foldamer receptors that efficiently bind a triol and saccharides in chloroform
  作者：Hui-Ping Yi、Xue-Bin Shao、Jun-Li Hou、Chuang Li、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1039/b508773b

  日期：——

  The self-assembly of two novel intramolecular hydrogen bonding-driven foldamers is described. Two linear symmetric aromatic amide oligomers, 1 and 2, which are incorporated with benzene subunits, have been prepared by continuous amide-coupling reactions. The existence of three-centred hydrogen bonds in the oligomers and consequently the folding conformation of the oligomers in solution have been characterized by 1H NMR experiments and by comparing them with the reported solid state structure of the identical structural skeleton. Molecular modeling reveals a rigid crescent conformation for 1 with a cavity of ca. 0.9 nm in diameter and a helical conformation for 2 with a cavity of ca. 0.8 nm in diameter. Due to the existence of intramolecular hydrogen bonding, all the CO groups in both oligomers are located inwardly. The binding of 1 and 2 towards a trihydroxyl guest and four saccharide derivatives have been investigated with 1H NMR, fluorescence, and circular dichroism spectroscopy. The association constants of the corresponding 1 ∶ 1 complexes have been determined by fluorescence titration experiments.

  本文介绍了两种新型分子内氢键驱动折叠器的自组装。通过连续酰胺偶联反应制备了两种线性对称芳香酰胺低聚物 1 和 2，它们都含有苯亚基。通过 1H NMR 实验以及与已报道的相同结构骨架的固态结构进行比较，确定了低聚物中是否存在三中心氢键以及低聚物在溶液中的折叠构象。分子建模显示，1 的构象为刚性新月形，空腔直径约为 0.9 纳米；2 的构象为螺旋形，空腔直径约为 0.8 纳米。由于存在分子内氢键，两种低聚物中的所有 CO 基团都位于内侧。我们利用 1H NMR、荧光和圆二色性光谱研究了 1 和 2 与三羟基客体和四种糖衍生物的结合情况。通过荧光滴定实验确定了相应的 1 ∶ 1 复合物的结合常数。
• Hydrogen Bonded Oligohydrazide Foldamers and Their Recognition for Saccharides
  作者：Jun-Li Hou、Xue-Bin Shao、Guang-Ju Chen、Yan-Xia Zhou、Xi-Kui Jiang、Zhan-Ting Li

  DOI：10.1021/ja047436p

  日期：2004.10.1

  This paper describes the synthesis and characterization of the first series of hydrogen bonding-driven hydrazide foldamers and their recognition for alkyl saccharides in chloroform. Oligomers 1, 2-4, 5, 6, and 7, which contain one, two, four, six, or twelve repeated dibenzoyl hydrazide residues, respectively, have been prepared. The rigid and planar conformations of 1 and 2 or 4 have been established

  本文描述了第一系列氢键驱动的酰肼折叠体的合成和表征及其对氯仿中烷基糖的识别。低聚物 1、2-4、5、6 和 7 分别含有 1、2、4、6 或 12 个重复的二苯甲酰肼残基，已被制备。1 和 2 或 4 的刚性和平面构象已通过 X 射线分析和 (1) H NMR 光谱确定，而 5-7 的折叠和螺旋构象已通过 1D 和 2D (1) H NMR 证实和红外光谱和分子力学计算。分子力学计算还表明，5、6 和 7 具有一个大小为约 2 的刚性空腔。10.6 到 11.1 A，折叠构象中的羰基的一半在腔内向内定向。(1) H NMR 和 CD 实验表明，5-7 在氯仿中有效地复合烷基化单糖和二糖 32-35。用 (1) H 核磁共振和荧光滴定方法确定了配合物的关联常数 (K(assoc))。6.34 的能量最小化构象已通过分子力学计算获得。这里描述的基于酰肼的折叠结构代表了氢键驱动的折叠体的新例子，它们作为人工受体进行选择性分子识别。
• A Noncovalent Approach to Antiparallel β-Sheet Formation
  作者：Huaqiang Zeng、Xiaowu Yang、Robert A. Flowers、Bing Gong

  DOI：10.1021/ja010701b

  日期：2002.3.1

  Four tripeptide chains, when attached to the same end of a hydrogen-bonded duplex (1.2) with the unsymmetrical, complementary sequences of ADAA/DADD, have been brought into proximity, leading to the formation of four hybrid duplexes, 1a.2a, 1a.2b, 1b.2a, and 1b.2b, each of which contains a two-stranded beta-sheet segment. The extended conformations of the peptide chains were confirmed by 1D and 2D NMR. The peptide strands stay registered through hydrogen bonding and the beta-sheets are stabilized by side chain interactions. Two-dimensional NMR data also indicate that the duplex template prevents further aggregation in the peptide segment. When the peptide chains are attached to the two different termini of the duplex template, NMR studies show the presence of a mixture with no clearly defined conformations. In the absence of the duplex template, the tripeptides are found to associate randomly. Finally, isothermal titration calorimetry studies revealed that the hybrid duplex 1a.2a was more stable than either the duplex template or the peptides alone.
• Interplay of Olefin Metathesis and Multiple Hydrogen Bonding Interactions: Covalently Cross-linked Zippers
  作者：Jisen Zeng、Wei Wang、Pengchi Deng、Wen Feng、Jingjing Zhou、Yuanyou Yang、Lihua Yuan、Kazuhiro Yamato、Bing Gong

  DOI：10.1021/ol201282d

  日期：2011.8.5

  Hydrogen-bonded zippers bearing terminal alkene groups were treated with Grubbs' catalyst, leading to covalently cross-linked zippers without violating H-bonding sequence specificity. The yield of a cross-linked zipper depended on the stability of its H-bonded precursor, with a weakly associating pair giving reasonable yields only at high concentrations while strongly associating pairs showed nearly quantitative yields. The Integration of thermodynamic (H-bonding) and kinetic (irreversible C=C bond formation) processes suggests the possibility of developing many different covalent association units for constructing molecular structures based on a self-assembling way.