ethyl 2-bromo-4,5-dimethoxybenzoate | 17667-33-3

• 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: ethyl 2-bromo-4,5-dimethoxybenzoate
• 英文别名: Ethyl 2-bromo-4,5-dimethoxybenzoate
• CAS: 17667-33-3
• 化学式: C₁₁H₁₃BrO₄
• 分子量: 289.126
• InChiKey: ZGBJBDYYECGMBK-UHFFFAOYSA-N

物化性质

• 沸点：
  339.8±37.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-bromo-4,5-dimethoxybenzoate 在 硝酸 、 三溴化硼 、 potassium carbonate 、 4-甲基-2-戊酮 、 potassium iodide 作用下， 以 溶剂黄146 为溶剂， 反应 98.17h， 生成
  参考文献：
  名称：

  Discotic Liquid Crystals through Molecular Self-Assembly

  摘要：

  We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.

  DOI：

  10.1021/ja9631108
• 作为产物：
  描述：

  6-溴藜芦醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 、 potassium permanganate 、 硫酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 ethyl 2-bromo-4,5-dimethoxybenzoate
  参考文献：
  名称：

  Discotic Liquid Crystals through Molecular Self-Assembly

  摘要：

  We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.

  DOI：

  10.1021/ja9631108

文献信息

• [EN] CARBOXAMIDES AS MODULATORS OF SODIUM CHANNELS<br/>[FR] CARBOXAMIDES UTILISÉS EN TANT QUE MODULATEURS DE CANAUX SODIQUES
  申请人：VERTEX PHARMA

  公开号：WO2020146682A1

  公开（公告）日：2020-07-16

  Compounds, and pharmaceutically acceptable salts thereof, useful as inhibitors of sodium channels are provided. Also provided are pharmaceutical compositions comprising the compounds or pharmaceutically acceptable salts and methods of using the compounds, pharmaceutically acceptable salts, and pharmaceutical compositions in the treatment of various disorders, including pain.

  提供了一种用作钠通道抑制剂的化合物，以及它们的药物可接受的盐。还提供了包含这些化合物或药物可接受的盐的药物组合物，以及使用这些化合物、药物可接受的盐和药物组合物治疗各种疾病，包括疼痛的方法。
• Palladium‐Catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes
  作者：Zhenbo Yuan、Ziwen Feng、Yuye Zeng、Xiaobin Zhao、Aijun Lin、Hequan Yao

  DOI：10.1002/anie.201900059

  日期：2019.2.25

  atoms, has been realized for the first time. A series of optically active bicyclo[3.2.1]octanes bearing chiral quaternary and tertiary carbon stereocenters were obtained in good yields with excellent enantioselectivities, exhibiting good functional‐group tolerance and scalability. Moreover, deuterated optically active bicyclo[3.2.1]octanes were also obtained in high efficiency.

  首次实现了钯催化的未活化脂肪族烯烃与可消除的β-氢原子的不对称还原Heck反应。以良好的收率和良好的对映选择性，获得了一系列具有手性季碳和叔碳立体中心的旋光双环[3.2.1]辛烷，表现出良好的官能团耐受性和可扩展性。此外，还高效获得了氘代旋光活性双环[3.2.1]辛烷。
• Identification of Tricyclic Analogs Related to Ellagic Acid as Potent/Selective Tyrosine Protein Kinase Inhibitors
  作者：Robert L. Dow、Thomas T. Chou、Bruce M. Bechle、Colin Goddard、Eric R. Larson

  DOI：10.1021/jm00040a015

  日期：1994.7

  inhibitor of the tyrosine-specific protein kinase pp60src. This report details efforts directed toward the identification of tricyclic structures related to ellagic acid, with enhanced specificity for inhibition of pp60src over other protein kinases. Phenanthridinone and carbazole core structures were selected for investigation, since N-functionalization allows for the synthesis of numerous analogs which can

  植物来源的天然产物鞣花酸（1）最近被鉴定为酪氨酸特异性蛋白激酶pp60src的有效抑制剂，尽管非选择性。该报告详细介绍了旨在鉴定与鞣花酸有关的三环结构的努力，与其他蛋白激酶相比，其对pp60src的抑制作用具有更高的特异性。选择菲蒽醌和咔唑核心结构用于研究，因为N-官能化允许合成许多类似物，这些类似物可用于探测酶-抑制剂的相互作用。通过形成联芳基键的一般顺序，然后环化形成所需的三环系统，来制备这些环系统。N-烷基化，-酰化，或-磺酰化和用三溴化硼脱保护得到目标四酚菲啶酮5和咔唑9。这两个系列的几种类似物均具有与1相当的潜能，并且相对于蛋白激酶A（PKA），对pp60src的抑制作用表现出显着增强的选择性，丝氨酸/苏氨酸蛋白激酶。基于咔唑的类似物9j，m，p是pp60src的亚微摩尔抑制剂，其靶酪氨酸激酶的效能与鞣花酸（1）相当，但选择性却比PKA高2个数量级。如鞣花酸所见，基于菲啶酮系列的
• Palladium-Catalyzed Annulation of <i>o</i>-Iodobiphenyls with <i>o</i>-Bromobenzyl Alcohols: Synthesis of Functionalized Triphenylenes via C–C and C–H Bond Cleavages
  作者：Masayuki Iwasaki、Shohei Iino、Yasushi Nishihara

  DOI：10.1021/ol4025869

  日期：2013.10.18

  Treatment of o-iodobiphenyls with abromobenzyl alcohols in the presence of cesium carbonate under palladium catalysis affords a series of highly substituted triphenylenes. The reaction involves two C-C bond formations and C-C and C-H bond cleavages. A combination of palladium and an electron-deficient phosphine ligand proves to be effective for both decarbonylative cross-coupling and intramolecular cyclization.
• Discotic Liquid Crystals through Molecular Self-Assembly
  作者：Ralf Kleppinger、C. Peter Lillya、Changqing Yang

  DOI：10.1021/ja9631108

  日期：1997.5.1

  We have created self-assembled disk-like aggregates of predictable stoichiometry which form discotic liquid crystalline phases. Attempts to assemble multiple molecules of one compound radially about a second acting as a template failed, presumably owing to the existence of a stable crystalline phase of the template. This difficulty was obviated by the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which were expected to form disk-like dimers by analogy with pyridones. All three of these compounds form columnar hexagonal liquid crystalline phases as shown by DSC, POM, and X-ray diffraction experiments. Infrared measurements show that la-e exist as hydrogen-bonded aggregates to temperatures well above their clearing points. Intercolumnar spacing and density considerations require the discotic entities to be dimers.