(E)-ethyl 3-(2-bromo-4-methoxyphenyl)-acrylate | 1397707-99-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-ethyl 3-(2-bromo-4-methoxyphenyl)-acrylate
• 英文别名: Ethyl (2E)-3-(2-bromo-4-methoxyphenyl)prop-2-enoate；ethyl (E)-3-(2-bromo-4-methoxyphenyl)prop-2-enoate
• CAS: 1397707-99-1
• 化学式: C₁₂H₁₃BrO₃
• 分子量: 285.137
• InChiKey: UUUMBZRNEQIIJG-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 3-(2-bromo-4-methoxyphenyl)-acrylate 在 aluminum (III) chloride 、 氯化亚砜 、 5% rhodium on alumina 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 51.0h， 生成 7-bromo-5-methoxy-3-methyl-1H-indene
  参考文献：
  名称：

  Cyclotrimerization of unsymmetrically bromo-substituted diynes: toward the synthesis of potential selective inhibitors of tyrosine kinase 2

  摘要：

  A study on transition metal catalyzed alkyne cyclotrimerization of unsymmetrically bromo-substituted diynes with ethynyltrimethylsilane was carried out to prepare bicyclic bromobenzene key intermediates for the total synthesis of five potential tyrosine kinase 2 inhibitors. Two different pre-catalysts (Cp*RuCl(cod) and [Rh(cod)(2)]BF4/BINAP) and different reaction conditions have been examined. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.087
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 2-溴-4-甲氧基苯甲醛 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.58h， 以82%的产率得到(E)-ethyl 3-(2-bromo-4-methoxyphenyl)-acrylate
  参考文献：
  名称：

  Cyclotrimerization of unsymmetrically bromo-substituted diynes: toward the synthesis of potential selective inhibitors of tyrosine kinase 2

  摘要：

  A study on transition metal catalyzed alkyne cyclotrimerization of unsymmetrically bromo-substituted diynes with ethynyltrimethylsilane was carried out to prepare bicyclic bromobenzene key intermediates for the total synthesis of five potential tyrosine kinase 2 inhibitors. Two different pre-catalysts (Cp*RuCl(cod) and [Rh(cod)(2)]BF4/BINAP) and different reaction conditions have been examined. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.087

文献信息

• AGONISTS OF GPR40
  申请人：Ranganath Rao Jagannath Madanahalli

  公开号：US20130237571A1

  公开（公告）日：2013-09-12

  The present invention relates to compounds that have the ability to modulate the activity of GPR40 and are therefore useful in the treatment of GPR40 related disorders. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders related to GPR40 activity.

  本发明涉及具有调节GPR40活性能力的化合物，因此在治疗与GPR40相关的疾病方面非常有用。此外，本发明还涉及这些化合物的制备方法、含有这些化合物的制药组合物以及在治疗与GPR40活性相关的某些疾病方面使用这些化合物的用途。
• US9278915B2
  申请人：——

  公开号：US9278915B2

  公开（公告）日：2016-03-08
• Cyclotrimerization of unsymmetrically bromo-substituted diynes: toward the synthesis of potential selective inhibitors of tyrosine kinase 2
  作者：Silje Melnes、Annette Bayer、Odd Reidar Gautun

  DOI：10.1016/j.tet.2012.07.087

  日期：2012.10

  A study on transition metal catalyzed alkyne cyclotrimerization of unsymmetrically bromo-substituted diynes with ethynyltrimethylsilane was carried out to prepare bicyclic bromobenzene key intermediates for the total synthesis of five potential tyrosine kinase 2 inhibitors. Two different pre-catalysts (Cp*RuCl(cod) and [Rh(cod)(2)]BF4/BINAP) and different reaction conditions have been examined. (C) 2012 Elsevier Ltd. All rights reserved.