<<5-<(methoxycarbonyl)-methoxy>-1-naphthylenyl>oxy>acetic acid methyl ester | 153635-72-4

• 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-<(methoxycarbonyl)-methoxy>-1-naphthylenyl>oxy>acetic acid methyl ester
• 英文别名: dimethyl 2,2'-(naphthalene-1,5-diylbis(oxy))diacetate；Methyl 2-[5-(2-methoxy-2-oxoethoxy)naphthalen-1-yl]oxyacetate；methyl 2-[5-(2-methoxy-2-oxoethoxy)naphthalen-1-yl]oxyacetate
• CAS: 153635-72-4
• 化学式: C₁₆H₁₆O₆
• 分子量: 304.299
• InChiKey: KOBUCZFECGIYAL-UHFFFAOYSA-N

物化性质

• 沸点：
  437.4±25.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <<5-<(methoxycarbonyl)-methoxy>-1-naphthylenyl>oxy>acetic acid methyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以87%的产率得到2,2'-(naphthalene-1,5-diylbis(oxy))diacetic acid
  参考文献：
  名称：

  来自水中供体-受体动态组合库的萘二甲酰亚胺基受体的模板化扩增。

  摘要：

  我们报告了一个动态的组合库，结合电子互补的来宾后，可产生高产量的四聚体受体，该受体具有平坦的疏水性，电子缺陷表面和柔性的，水溶性的含二硫化物的连接基；文库组成对模板浓度依赖性的分析可以深入了解所涉及物种的结合行为。

  DOI：

  10.1039/b816979a
• 作为产物：
  描述：

  1,5-二羟基萘 、 溴乙酸甲酯 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 以77%的产率得到<<5-<(methoxycarbonyl)-methoxy>-1-naphthylenyl>oxy>acetic acid methyl ester
  参考文献：
  名称：

  Synthetic pores with sticky π-clamps

  摘要：

  在本报告中，我们描述了具有π-酸性萘二酰亚胺夹具的合成多功能孔的设计、合成、评估和分子动力学模拟。实验证据表明，形成了不稳定但惰性、异质和抗酸动态四聚孔，这些孔对碱和离子强度敏感。阻塞实验揭示，引入芳香电子给体-接受体相互作用使得可以选择性识别孔内的π-碱性插层物。这一突破对于将合成孔应用于多分析物传感器具有重要意义。

  DOI：

  10.1039/b702255g

文献信息

• Synthetic pores with sticky π-clamps
  作者：Hiroyuki Tanaka、Guillaume Bollot、Jiri Mareda、Svetlana Litvinchuk、Duy-Hien Tran、Naomi Sakai、Stefan Matile

  DOI：10.1039/b702255g

  日期：——

  In this report, we describe design, synthesis, evaluation and molecular dynamics simulations of synthetic multifunctional pores with π-acidic naphthalenediimide clamps. Experimental evidence is provided for the formation of unstable but inert, heterogeneous and acid-insensitive dynamic tetrameric pores that are sensitive to base and ionic strength. Blockage experiments reveal that the introduction of aromatic electron donor–acceptor interactions provides access to the selective recognition of π-basic intercalators within the pore. This breakthrough is important for the application of synthetic pores as multianalyte sensors.

  在本报告中，我们描述了具有π-酸性萘二酰亚胺夹具的合成多功能孔的设计、合成、评估和分子动力学模拟。实验证据表明，形成了不稳定但惰性、异质和抗酸动态四聚孔，这些孔对碱和离子强度敏感。阻塞实验揭示，引入芳香电子给体-接受体相互作用使得可以选择性识别孔内的π-碱性插层物。这一突破对于将合成孔应用于多分析物传感器具有重要意义。
• Syntheses of water-soluble acyclic naphthalene oligomers and their applications in water
  作者：Yang Wang、Tianyin Liu、Jie Jiang、Yanmei Chen、Moupan Cen、Dou Lu、Leyu Cao、Siyu Sun、Yong Yao

  DOI：10.1039/c9dt00709a

  日期：——

  Water-soluble –CH2– bridged acyclic naphthalene oligomers (WN2 and WN3) were designed and prepared successfully. Interestingly, WN3 can be used in reversible dispersion of carbon nanotubes in water by changing the pH efficiently.

  成功设计并制备了水溶性–CH 2 –桥联的无环萘低聚物（WN2和WN3）。有趣的是，通过有效地改变pH值，WN3可用于碳纳米管在水中的可逆分散。
• Adhesive π-Clamping within Synthetic Multifunctional Pores
  作者：Hiroyuki Tanaka、Svetlana Litvinchuk、Duy-Hien Tran、Guillaume Bollot、Jiri Mareda、Naomi Sakai、Stefan Matile

  DOI：10.1021/ja066886+

  日期：2006.12.1

  We report the design, synthesis, and evaluation of synthetic multifunctional pores with adhesive, that is, electron-deficient naphthalenediimide (NDI) pi-clamps at their inner surface. We find that, in lipid bilayer membranes, comparable synthetic pores with and without pi-clamps have similar, nanomolar activity. Functional relevance of adhesive pi-clamping within synthetic pores is demonstrated by means of an innovative in situ blocker screening method. The obtained line of experimental evidence includes (a) different blockage efficiency with and without pi-clamps (quantified as clamping factors), (b) increasing clamping factors with increasing blocker charge (supportive ion pairing), and, most importantly, (c) increasing clamping factors with increasing aromatic electron donor-acceptor interactions. The availability of advanced synthetic multifunctional pores with refined active sites is important for practical applications in domains such as drug discovery (enzyme inhibitor screening) and diagnostics (multianalyte sensing).
• Development of a Selective Enzyme-Linked Immunosorbent Assay for 1-Naphthol-the Major Metabolite of Carbaryl (1-Naphthyl N-Methylcarbamate)
  作者：Petra M. Kramer、Maria-Pilar Marco、Bruce D. Hammock

  DOI：10.1021/jf00040a019

  日期：1994.4

  selective enzyme-linked immunosorbent assay for 1-naphthol was developed. Eight rabbits were immunized with either [(5-hydroxy-2-naphthylenyl)oxy]acetic acid (2b)-BSA, [(5-hydroxy-1-naphthylenyl)oxy]acetic acid (4)-BSA, or 5-hydroxy-2-naphthoic acid (7)-KLH, and all sera were screened against 14 different coating antigens. From this screening procedure, five assays could be developed, using two 7-KLH antisera, 3907 and 3909. The assay with the least interference and the best reliability (7-KLH antiserum 3907, 1:9000, and coating antigen 2b-BSA, 1.5 mu g/mL) was further optimized and characterized. It showed an I-50 value of about 72 mu g/L, with a range of detection from 10 to 1000 mu g/L. There was no cross-reactivity with carbaryl, which makes this assay very suitable for the selective detection of 1-naphthol, for example, in undiluted human urine and in soil extract. The assay was tested in organic solvents and showed a tolerance of at least 10% solvent (acetone, acetonitrile, methanol).
• Templated amplification of a naphthalenediimide-based receptor from a donor–acceptor dynamic combinatorial library in water
  作者：Ho Yu Au-Yeung、Paolo Pengo、G. Dan Pantoş、Sijbren Otto、Jeremy K. M. Sanders

  DOI：10.1039/b816979a

  日期：——

  We report a dynamic combinatorial library that, upon binding of an electronically-complementary guest, produces in high yield a tetrameric receptor with flat hydrophobic, electron-deficient surfaces and flexible, water-soluble disulfide-containing linkers; analysis of the dependence of library composition on template concentration gives insight into the binding behaviours of the species involved.

  我们报告了一个动态的组合库，结合电子互补的来宾后，可产生高产量的四聚体受体，该受体具有平坦的疏水性，电子缺陷表面和柔性的，水溶性的含二硫化物的连接基；文库组成对模板浓度依赖性的分析可以深入了解所涉及物种的结合行为。