1,7-bis(2'-carboxyphenyl)-1,4,7-triaoxaheptane | 161724-80-7

• 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: 1,7-bis(2'-carboxyphenyl)-1,4,7-triaoxaheptane
• 英文别名: bis<2-(2-carboxy phenoxy)ethyl> ether；1,7-bis(2'-carboxylphenyl)-1,4,7-trioxaheptane；2-[2-[2-(2-Carboxyphenoxy)ethoxy]ethoxy]benzoic acid
• CAS: 161724-80-7
• 化学式: C₁₈H₁₈O₇
• 分子量: 346.337
• InChiKey: KMHBQZUIDZWHIY-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  582.0±45.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,7-bis(2'-carboxyphenyl)-1,4,7-triaoxaheptane 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.17h， 生成 1,15-diaza-3,4;12,13-dibenzo-5,8,11-trioxacycloheptadecane-2,14-dione
  参考文献：
  名称：

  大环二酰胺的高效合成

  摘要：

  已经制备了一些新的大环二苯并三恶二酰胺，三苯并三恶二酰胺和四苯并六草酸酯四酰胺（1–9）。在大环化步骤中，通过使二羧酸二氯化物（13）与适当的二胺在CH 2 Cl 2中反应，得到化合物（2–9）。环化不需要高稀释技术或模板效果，并能以80％至95％的高收率提供预期的双内酰胺。然而，二胺（14a）与二羧酸二氯化物（13）在高稀释条件下的反应以中等收率产生了二内酰胺（2）和四内酰胺（1）的混合物。

  DOI：

  10.1016/0040-4020(94)00980-9
• 作为产物：
  描述：

  水杨酸乙酯 在 氢氧化钾 、 sodium 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 1,7-bis(2'-carboxyphenyl)-1,4,7-triaoxaheptane
  参考文献：
  名称：

  发光ter和open配合开链羧酸冠醚的合成及其红外和荧光光谱特性。

  摘要：

  合成并表征了两个开链羧酸根冠醚配体及其ter（III）和euro（III）配合物。发现b离子和euro离子与羧酸氧配合。分别详细研究了固态的euro络合物和固态的es络合物以及有机溶剂中的ter络合物的荧光性质。在紫外光的激发下，观察到固体complex配合物的强烈绿色荧光和固体euro配合物的红色荧光。这些观察结果表明，两个配体有利于能量转移至Tb（3+）的发射能级。还讨论了影响荧光强度的一些因素。

  DOI：

  10.1016/s1386-1425(03)00112-4
• 作为试剂：
  描述：

  苯胺 、 愈创木酚缩水甘油醚 在 zinc diacetate 、 1,7-bis(2'-carboxyphenyl)-1,4,7-triaoxaheptane 作用下， 反应 0.05h， 以78%的产率得到1-(2-methoxy-phenoxy)-3-phenylamino-propan-2-ol
  参考文献：
  名称：

  Microwave‐Assisted Cleavage of Epoxides with Amines in the Presence of the Catalytic Zn(OAc)₂/1,7‐Bis(2‐Benzoic Acid)‐1,4,7‐Trioxaheptane (ZnBBATOH)

  摘要：

  We describe a highly regioselective ring opening of epoxides with aromatic amines in the presence of a catalytic amount of Zn(OAc)(2) and 1,7-bis(2-benzoic acid)-1,4,7-trioxaheptane under microwave irradiation. The yields of the amino alcohols a-re mostly good and the recovered catalyst could be reused several times.

  DOI：

  10.1081/scc-200050944

文献信息

• EDC/DMAP-mediated direct condensation of dicarboxylic acids and diols: A concise synthesis of extra large polyether macrocyclic lactones and their X-ray structures
  作者：Naveen、Srinivasarao Arulananda Babu

  DOI：10.1016/j.tetlet.2016.11.046

  日期：2016.12

  1-ol), 2,2′-oxybis(ethan-1-ol)). The condensation reactions of dicarboxylic acids with diols afforded 1:1 (18-24-membered) and 2:2 (36–48-membered) polyether macrocyclic lactones. The synthesis of small and extra-large polyether macrocyclic lactones was accomplished without using a template and relatively simple reaction conditions. All the reported macrocyclic lactones were separated by column chromatography

  我们报告了EDC / DMAP介导的二元羧酸与二醇的直接缩合反应，以及合成新类的18-48元，小型和超大型聚醚大环内酯。通过使用各种通过脂肪族，聚醚和芳香族连接基连接的二元羧酸和不同的二醇（例如，（Z）-丁-2-烯-1,4-二醇，丁-2-炔-1,4-二醇，2,2'-硫代双（乙烷-1-醇），2,2'-（苄基氮杂二基）双（ ethan-1-ol），2,2'-oxybis（ethan-1-ol））。二元羧酸与二醇的缩合反应提供了1：1（18-24元）和2：2（36-48元）的聚醚大环内酯。在不使用模板和相对简单的反应条件的情况下，完成了小型和超大型聚醚大环内酯的合成。通过柱色谱分离所有报道的大环内酯，并通过1 H，13 C NMR和HRMS分析进行表征。还报道了代表性的聚醚大环内酯的固态（X射线）结构。
• Crown Ethers as New Catalysts in the Highly Regioselective Halogenative Cleavage of Epoxides with Elemental Halogen
  作者：Hashem Sharghi、Ahmad Reza Massah、Hossein Eshghi、Khodabakhsh Niknam

  DOI：10.1021/jo971453y

  日期：1998.3.1

  The regioselective ring opening halogenation of some epoxides using elemental iodine and bromine in the presence of a series of new synthetic macrocycle diamides and also dibenzo-18-crown -6, 18-crown-6, and aza-18-crown-6 has been studied. The epoxides were subject to cleavage by elemental halogen (I-2 and Br-2) in the presence of these catalysts under mild reaction conditions in various aprotic solvents. In this study, reagents and conditions have been discovered with which the individual halohydrins can be synthesized in high yield and with more than 95% regioselectivity. The results can be discussed in terms of a four-step mechanism: (1) formation of a charge-transfer complex between catalyst and halogen, (2) release of halogen nucleophile from the complex, (3) reaction of the active nucleophile at the less sterically-hindered site in the epoxide, and (4) regeneration of catalyst. The major advantages of this method are high regioselectivity, simple regeneration of catalyst and its reuse through several cycles without a decrease in activity, and ease of workup of the reaction.
• Rahimizadeh; Eshghi; Rostami, Polish Journal of Chemistry, 2005, vol. 79, # 1, p. 73 - 81
  作者：Rahimizadeh、Eshghi、Rostami、Faghihi

  DOI：——

  日期：——
• New Fluorimetric Alkali and Alkaline Earth Metal Cation Sensors Based on Noncyclic Crown Ethers by Means of Intramolecular Excimer Formation of Pyrene
  作者：Yoshio Suzuki、Tatsuya Morozumi、Hiroshi Nakamura、Masatsugu Shimomura、Takashi Hayashita、Richard A. Bartsh

  DOI：10.1021/jp981567t

  日期：1998.10.1

  New fluorescent reagents, 2,2'-[oxybis(3-oxapentamethyleneoxy)]-bis[N(1-pyrenylmethyl)benzamide)] (4) and its analogues (2, 3, and 5) which have two pyrenes at the both terminals of polyoxyethylene compounds, were synthesized, and their complexation behavior with alkaline earth cations was investigated by fluorescence spectrometry, fluorescence lifetimes, and H-1 NMR spectrometry. These reagents (3-5) showed strong intramolecular excimer emissions around at 480 nm in the fluorescence spectra. On the complexation with alkaline earth metal cations, the increase of monomer emission around at 400 nm accompanied by the disappearance of intramolecular excimer emission of free reagents was observed. These reagents formed a 1:1 complex, and the order of complex formation constants was Ca2+ congruent to Sr2+ > Ba2+ > Mg2+ > Li+ for all reagents. H-1 NMR spectra of these complexes with alkaline earth cations suggested the helical structures of the complexes. Fluorescence spectral changes at the formation of complexes depended on the chain length of the oxyethylene moiety and metal cations. In all cases, the formation of helical structures at the complexation was supported by the H-1 NMR spectra.
• MATE AND SEPARATE: A CONVENIENT AND GENERAL METHOD FOR THE SEPARATION AND PURIFICATION OF TARGET MOLECULES FROM BIOLOGICAL MEDIA BY PHASE TRANSITION OF PEGYLATED RECOGNITION AGENTS.
  申请人：KARIMIAN Khashayar

  公开号：US20220411463A1

  公开（公告）日：2022-12-29

  Biological small molecules, proteins or nucleic acids (target molecules, TM) are isolated in from biological media such as blood serum, cytoplasm, nucleoplasm etc. by a novel process (mate and separate) involving the use of PEGylated recognition molecule (PEG-RM) with high specificity and binding for TM, affording a macromolecular complex PEG-RM.TM, from which the target protein can be obtained in pure form.