6-乙基邻甲氧基苯酚 | 90534-46-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 6-乙基邻甲氧基苯酚
• 英文名称: 2-ethyl-6-methoxyphenol
• 英文别名: 6-ethylguaiacol；2-ethyl-6-methoxy-phenol；Methyl-(2-hydroxy-3-aethyl-phenyl)-aether；2-Hydroxy-3-methoxy-1-aethyl-benzol；2-Aethyl-6-methoxy-phenol
• CAS: 90534-46-6
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: RSZPVOABCKCPKY-UHFFFAOYSA-N

物化性质

• 沸点：
  222-224 °C(Press: 730 Torr)
• 密度：
  1.0917 g/cm3(Temp: 18 °C)
• LogP：
  2.330 (est)
• 稳定性/保质期：
  存在于烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  6-乙基邻甲氧基苯酚 在 乌洛托品 作用下， 以 溶剂黄146 为溶剂， 生成 3-Ethyl-5-methoxy-4-hydroxybenzaldehyde
  参考文献：
  名称：

  Compounds for inhibiting the biosynthesis of lipoxygenase-derived metabolites of arachidonic acid

  摘要：

  公开号：

  EP0334119B1
• 作为产物：
  描述：

  2-benzyloxy-3-ethylphenol 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 6-乙基邻甲氧基苯酚
  参考文献：
  名称：

  QSAR study for a novel series of ortho disubstituted phenoxy analogues of α1-adrenoceptor antagonist WB4101

  摘要：

  On the basis of the affinities at the alpha(1a)-, alpha(1b)- and alpha(1d)-adrenoceptors and the 5-HT1A receptor of a previous series of sixteen 2-[(2-phenoxyethyl)aminomethyl]-1,4-benzodioxanes ortho monosubstituted at the phenoxy moiety, a number of ortho disubstituted analogues were designed, synthesized in both the enantiomeric forms and tested in binding assays on the same receptors. The affinity values of the new compounds 1-11 were compared with those of the enantiomers of the 2,6-dimethoxyphenoxy analogue, the well-known alpha 1 antagonist WB4101, and of the ortho monosubstituted derivatives, suggesting some distinctive aspects of the interaction of the phenoxy moiety, in particular with the alpha 1a-AR and the 5-HT1A receptor, of the monosubstituted and the disubstituted compounds. A classical quantitative structure-activity relationship (Hansch) analysis was applied to the whole set of the S enantiomers of the ortho mono- and disubstituted WB4101 analogues (26 compounds), finding a very good correlation for the a,, affinity. For this latter, a significant parabolic relationship was also found with the volume of the two ortho substituents. Diametrically opposite, the same relationships for the 5-HT1A exhibit low or insignificant correlation coefficients. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.04.004

文献信息

• Lewis acid-catalyzed annulative partial dimerization of 3-aryloxyacrylates to 4-arylchroman-2-ones: synthesis of analogues of tolterodine, RORγ inhibitors and a GPR40 agonist
  作者：Rupesh A. Kunkalkar、Rodney A. Fernandes

  DOI：10.1039/c8cc09785b

  日期：——

  annulative partial dimerization of 3-aryloxyacrylates to 4-arylchroman-2-ones catalyzed by Lewis acid (BF3·OEt2) has been developed. The reaction involves two molecules of 3-aryloxyacrylate, resulting in the loss of one propiolate molecule to furnish 4-arylchroman-2-one, an important structural motif found in many natural products. This methodology has been elaborated to synthesize analogues of tolterodine

  已经开发了由路易斯酸（BF 3 ·OEt 2）催化的3-芳氧基丙烯酸丙烯酸酯的诱人的环状二聚化为4-芳基苯并二氢吡喃酮。该反应涉及两分子的3-芳氧基丙烯酸酯，导致失去一个丙酸酯分子以提供4-芳基苯并二氢吡喃-2-酮，4-芳基苯并吡喃-2-酮是在许多天然产物中发现的重要结构基序。已详细阐述了该方法以合成托特罗定，RORγ抑制剂和GPR40激动剂的类似物。
• A two step protocol for the synthesis of highly substituted benzobicyclo[2.2.2]octadienone derivatives from 2-methoxyphenols
  作者：Santhosh Kumar Chittimalla、Chennakesavulu Bandi、Sireesha Putturu

  DOI：10.1039/c4ra14219e

  日期：——

  A rapid process for the synthesis of functionally rich benzobicyclo[2.2.2]octadienone derivatives has been realized through oxidative dimerization of commercially/readily available 2-methoxyphenols followed by an aromatization sequence.

  通过氧化二聚商业/易得的2-甲氧基苯酚，然后进行芳香化序列，实现了合成功能丰富的苯并双环[2.2.2]辛烯酮衍生物的快速过程。
• Development of a Scalable Process for CI-1034, an Endothelin Antagonist
  作者：Thomas E. Jacks、Daniel T. Belmont、Christopher A. Briggs、Nicole M. Horne、Gerald D. Kanter、Greg L. Karrick、James J. Krikke、Richard J. McCabe、Jason G. Mustakis、Thomas N. Nanninga、Guy S. Risedorph、Ronald E. Seamans、Richard Skeean、Derick D. Winkle、Thomas M. Zennie

  DOI：10.1021/op034104g

  日期：2004.3.1

  A concise, convergent multikilogram synthesis of CI-1034 (1), a potent endothelin receptor antagonist, is described. A 15-step preparation from commercially available o-vanillin and benzenesulfonyl chloride employs a remarkably robust Suzuki coupling between a boronic acid and an aromatic sulfonate ester as the key synthetic step. A scalable route capable of producing multikilogram quantities of CI-1034

  描述了一种有效的内皮素受体拮抗剂 CI-1034 (1) 的简明、收敛的多公斤合成方法。由市售的邻香兰素和苯磺酰氯制备的 15 步制备采用硼酸和芳族磺酸酯之间非常稳定的 Suzuki 偶联作为关键合成步骤。本文描述了一种无需色谱步骤即可生产数公斤量 CI-1034 的可扩展路线。对工艺的改进包括在 Suzuki 反应中使用 4-氟苯磺酸酯作为三氟甲磺酸酯基团的合适替代物，以及在 Dieckmann 缩合反应中使用 MgCl2 作为 TiCl4 的替代物以提供二氧化苯并噻嗪核心。
• [EN] AMINOALKYL PHENOL ETHER INHIBITORS OF INFLUENZA A VIRUS<br/>[FR] INHIBITEURS D'AMINOALKYL PHÉNOL ÉTHER DU VIRUS DE LA GRIPPE A
  申请人：MICROBIOTIX INC

  公开号：WO2013074965A1

  公开（公告）日：2013-05-23

  The present invention is directed to the discovery of novel nonpeptidic small molecules that function as inhibitors of the influenza virus infection. In particular, the present invention is directed to the discovery of anti-influenza entry inhibitors with an aminoalkyl phenol ether structure that specifically target the influenza virus group 1 hemagglutinin (HA), the influenza virus envelope glycoprotein which mediates influenza virus entry through receptor binding and fusion of the virus with host cells.

  本发明涉及发现新型非肽小分子，其作为流感病毒感染的抑制剂。具体而言，本发明涉及发现具有氨基烷基酚醚结构的抗流感进入抑制剂，其特异靶向流感病毒群1血凝素（HA），该血凝素是介导流感病毒通过受体结合和与宿主细胞融合进入的流感病毒包膜糖蛋白。
• Hydrogenolysis of lignin model compounds into aromatics with bimetallic Ru-Ni supported onto nitrogen-doped activated carbon catalyst
  作者：Yinghui Hu、Guangce Jiang、Guoqiang Xu、Xindong Mu

  DOI：10.1016/j.mcat.2017.12.009

  日期：2018.2

  aromatics. In this paper, new bimetallic catalytic system of Ru and Ni supported onto nitrogen-doped activated carbon (Ru-Ni-AC/N) was developed and its performances on hydrogenolysis of lignin model compounds under mild reaction conditions (1.0 MPa, 230 °C, in aqueous) were investigated. The results indicate that Ru-Ni-AC/N was a highly active, selective and stable catalyst for the conversion of lignin

  木质素是生产天然芳香剂的最丰富和可再生的资源。本文研究了负载在氮掺杂活性炭上的Ru和Ni双金属催化新体系（Ru-Ni-AC / N），其在温和的反应条件下（1.0 MPa，230°C）对木质素模型化合物的氢解性能。 ，在水性溶液中）进行了调查。结果表明，Ru-Ni-AC / N是一种高活性，选择性和稳定的催化剂，可将木质素模型化合物转化为芳族化合物，例如苯酚，苯及其衍生物。经BET，XRD，HRTEM，XPS，H 2验证-TPR和ICP-MS，i）Ru和Ni和ii）金属和N-基团之间的强协同作用有助于其出色的芳烃选择性。此外，在AC上引入富电子的N原子有利于金属颗粒的稳定化，从而大大提高了催化剂的耐久性。