ethyl (2E)-3-(2-bromophenoxy)but-2-enoate | 1191998-97-6

• 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: ethyl (2E)-3-(2-bromophenoxy)but-2-enoate
• 英文别名: (E)-3-(2-bromo-phenoxy)-but-2-enoic acid ethyl ester；ethyl (E)-3-(2-bromophenoxy)but-2-enoate
• CAS: 1191998-97-6
• 化学式: C₁₂H₁₃BrO₃
• 分子量: 285.137
• InChiKey: HCRHUIWGZVDYFU-CMDGGOBGSA-N

物化性质

• 沸点：
  333.0±27.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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：

  ethyl (2E)-3-(2-bromophenoxy)but-2-enoate 在 tris(triphenylphosphine)rhodium(l) chloride 、 氢气 作用下， 以 氯苯 为溶剂， 80.0 ℃ 、896.34 kPa 条件下， 反应 20.0h， 生成 ethyl 3-(2-bromophenoxy)butanoate
  参考文献：
  名称：

  Enantioselective Synthesis of β-Aryloxycarboxylic Esters via Asymmetric Hydrogenation of β-Aryloxy-α,β-Unsaturated Esters

  摘要：

  A novel synthesis of beta-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding beta-aryloxy-alpha,beta-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectivity and in high yield. The tolerability of the reaction to a diverse range of substituents on the aromatic ring was also explored.

  DOI：

  10.1021/ol302518y
• 作为产物：
  描述：

  2-丁炔酸乙酯 、 2-溴苯酚 在 三乙烯二胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以77%的产率得到ethyl (2E)-3-(2-bromophenoxy)but-2-enoate
  参考文献：
  名称：

  Enantioselective Synthesis of β-Aryloxycarboxylic Esters via Asymmetric Hydrogenation of β-Aryloxy-α,β-Unsaturated Esters

  摘要：

  A novel synthesis of beta-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding beta-aryloxy-alpha,beta-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectivity and in high yield. The tolerability of the reaction to a diverse range of substituents on the aromatic ring was also explored.

  DOI：

  10.1021/ol302518y

文献信息

• PYRROLIDINONE GLUCOKINASE ACTIVATORS
  申请人：Berthel Steven Joseph

  公开号：US20090264445A1

  公开（公告）日：2009-10-22

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  提供的化合物为公式（I）： 以及药学上可接受的盐，其中取代基如说明书中所披露。这些化合物以及包含它们的药物组合物，可用于治疗代谢性疾病和障碍，例如，2型糖尿病。
• [EN] PYRROLIDINONE GLUCOKINASE ACTIVATORS<br/>[FR] ACTIVATEURS DE PYRROLIDINONE GLUCOKINASE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009127546A1

  公开（公告）日：2009-10-22

  Provided herein are compounds of the formula (I): wherein X, R1, R2 and R3 are as defined in the specification, as well as pharmaceutically acceptable salts thereof. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  本文提供的是式(I)的化合物：其中X，R1，R2和R3如规范所定义，以及其药学上可接受的盐。这些化合物及含有它们的药物组合物，对于治疗代谢性疾病和紊乱，例如II型糖尿病，是有用的。
• Pyrrolidinone glucokinase activators
  申请人：Hoffmann-La Roche Inc.

  公开号：US07741327B2

  公开（公告）日：2010-06-22

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

  本文提供的是公式（I）的化合物，以及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物以及含有它们的药物组合物，对于治疗代谢性疾病和紊乱，例如2型糖尿病非常有用。
• US7741327B2
  申请人：——

  公开号：US7741327B2

  公开（公告）日：2010-06-22
• Enantioselective Synthesis of β-Aryloxycarboxylic Esters via Asymmetric Hydrogenation of β-Aryloxy-α,β-Unsaturated Esters
  作者：Gavin W. Stewart、Michael Shevlin、Adam D. Gammack Yamagata、Andrew W. Gibson、Stephen P. Keen、Jeremy P. Scott

  DOI：10.1021/ol302518y

  日期：2012.11.2

  A novel synthesis of beta-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding beta-aryloxy-alpha,beta-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectivity and in high yield. The tolerability of the reaction to a diverse range of substituents on the aromatic ring was also explored.