3,4,3',4'-Tetramethoxy-diphenylessigsaeure | 20153-24-6

• 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: 3,4,3',4'-Tetramethoxy-diphenylessigsaeure
• 英文别名: Bis(3,4-dimethoxyphenyl)acetic acid；2,2-bis(3,4-dimethoxyphenyl)acetic acid
• CAS: 20153-24-6
• 化学式: C₁₈H₂₀O₆
• 分子量: 332.353
• InChiKey: QZOGKTJVGFIZAY-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120 °C
• 沸点：
  114 °C
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4,3',4'-Tetramethoxy-diphenylessigsaeure 在 盐酸 作用下， 生成 bis-(3,4-dimethoxy-phenyl)-acetic acid ethyl ester
  参考文献：
  名称：

  DIMERIC PROPENYL PHENOL ETHERS. XV. THE SYNTHESIS OF 1-VERATRYL-2,3-DIMETHYL-6,7-DIMETHOXYTETRALIN

  摘要：

  DOI：

  10.1021/jo01140a002
• 作为产物：
  描述：

  bis-(3,4-dimethoxy-phenyl)-acetic acid ethyl ester 生成 3,4,3',4'-Tetramethoxy-diphenylessigsaeure
  参考文献：
  名称：

  Quelet; Gavarret, Bulletin de la Societe Chimique de France, 1950, p. 1075,1078

  摘要：

  DOI：

文献信息

• Rh-Catalyzed annulations of N-methoxybenzamides with ketenimines: synthesis of 3-aminoisoindolinones and 3-diarylmethyleneisoindolinones with strong aggregation induced emission properties
  作者：Xiaorong Zhou、Zhixing Peng、Hongyang Zhao、Zhiyin Zhang、Ping Lu、Yanguang Wang

  DOI：10.1039/c6cc05456k

  日期：——

  Rhodium-catalyzed C–H activation/annulation reactions of ketenimines with N-methoxybenzamides furnished 3-aminoisoindolin-1-ones and 3-(diarylmethylene)isoindolin-1-ones.

  铑催化的烯胺与N-甲氧基苯甲酰胺的C-H活化/环化反应生成了3-氨基异吲哚啉-1-酮和3-(二芳基亚甲基)异吲哚啉-1-酮。
• Silica sulfuric acid as a highly efficient catalyst for the synthesis of diarylacetic acids
  作者：Desiree L. Moore、Allison E. Denton、Rose M. Kohinke、Brandon R. Craig、William E. Brenzovich

  DOI：10.1080/00397911.2016.1158269

  日期：2016.4.2

  ABSTRACT An efficient heterogeneous method for the synthesis of diarylacetic acids was developed utilizing silica sulfuric acid as a catalyst. The reaction is highly efficient with a small amount of catalyst for the combination of a variety of electron-neutral to electron-rich arenes with glyoxylic acid. The reaction can also be utilized to synthesize unsymmetric derivatives from activated mandelic

  摘要 利用二氧化硅硫酸作为催化剂，开发了一种合成二芳基乙酸的高效多相方法。该反应在少量催化剂的情况下非常有效，用于将各种电子中性至富电子芳烃与乙醛酸结合。该反应还可用于从活化的扁桃酸以良好到极好的收率合成不对称衍生物。图形概要
• Palladium(II)-Catalyzed Tandem Synthesis of Acenes Using Carboxylic Acids as Traceless Directing Groups
  作者：Kiho Kim、Dhananjayan Vasu、Honggu Im、Sungwoo Hong

  DOI：10.1002/anie.201603661

  日期：2016.7.18

  straightforward synthetic strategy for generating useful anthracene derivatives was developed involving palladium(II)‐catalyzed tandem transformation with carboxylic acids as traceless directing groups. Carboxyl‐directed C‐H alkenylation, carboxyl‐directed secondary C‐H activation and rollover, intramolecular C−C bond formation, and decarboxylative aromatization are proposed as the key steps in the tandem

  开发了一种简单的合成策略来生成有用的蒽衍生物，该策略涉及钯（II）催化的串联转化，其中羧酸为无痕导向基团。羧基定向的C H链烯基化，羧基定向的第二C H活化和侧翻，分子内C C键的形成以及脱羧芳构化被认为是串联反应途径中的关键步骤。这种新颖的合成途径利用了广泛的底物，并提供了一种方便的合成工具，可以接触并苯。
• Aromatic substituent effects in palladium-catalyzed intramolecular olefin oxyarylation reactions
  作者：Mark C. Maust、Zacary L. Croft、Mackenzie W. Sullivan、Ross L. Dove、Emily E. Hardy、W.E. Brenzovich

  DOI：10.1016/j.tetlet.2020.151674

  日期：2020.3

  The effect of electron-donating groups on the palladium-catalyzed intramolecular oxyarylation reaction was studied. In the case of activation at the ortho-position, the reaction favors the formation of a tricyclic lactone via C-H insertion. However, when the ipso-position is activated, the major product is instead a novel α,β-unsaturated lactone formed by way of a stabilized phenonium intermediate

  研究了供电子基团对钯催化的分子内氧合反应的影响。在邻位活化的情况下，该反应有利于通过CH插入形成三环内酯。然而，当ipso-位被活化时，主要产物而是通过稳定的on中间体然后消除而形成的新型α，β-不饱和内酯。
• Palladium‐Catalyzed Enantioselective Isodesmic C–H Iodination of Phenylacetic Weinreb Amides
  作者：Hang Wang、Chunlin Zhou、Zezhong Gao、Shangda Li、Gang Li

  DOI：10.1002/anie.202300905

  日期：——

  Isodesmic reactions represent mild alternatives to other chemical transformations that require harsh oxidizing agents or highly reactive intermediates. However, enantioselective isodesmic C−H functionalization is unknown. Herein, an unprecedented highly enantioselective isodesmic C−H functionalization to access chiral iodinated phenylacetic Weinreb amides via desymmetrization and kinetic resolution

  等线反应代表了其他化学转化的温和替代品，这些化学转化需要苛刻的氧化剂或高反应性中间体。然而，对映选择性等渗 C−H 功能化是未知的。在此，报道了通过去对称化和动力学拆分获得手性碘化苯乙酸 Weinreb 酰胺的前所未有的高度对映选择性等渗 C-H 官能化。