(E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate

• 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 2-methyl-3-(4-nitrophenyl)acrylate
• 英文别名: ethyl (E)-2-methyl-3-(4-nitrophenyl)acrylate；ethyl 2-Methyl-3-(4-Nitrophenyl)propenoate；Ethyl 2-methyl-3-(4-nitrophenyl)prop-2-enoate；ethyl (E)-2-methyl-3-(4-nitrophenyl)prop-2-enoate
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: MMMHCLCYSGLACG-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate 在 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以95%的产率得到(E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ol
  参考文献：
  名称：

  Biomimetic studies on polyenes

  摘要：

  香脆素和 SNF4435 C&D 是复杂的聚丙酸酯类天然产物。这些化合物的核心结构以及复杂的非天然结构，只需改变反应条件，就能从普通的多烯前体中轻松制备出来。这些反应途径有助于深入了解这些复杂天然产物的生物合成过程。

  DOI：

  10.1039/b306933h
• 作为产物：
  描述：

  ethyl 2-(4-nitrohydroxybenzyl)acrylate 在 三(五氟苯基)硼烷 polymethylhydrosiloxane 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以85%的产率得到(E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate
  参考文献：
  名称：

  Synthesis of trisubstituted alkenes by reductive dehydroxylation of Baylis–Hillman adducts using polymethylhydrosiloxane (PMHS) and catalytic B(C6F5)3

  摘要：

  B(C6F5)(3) as a catalyst and polymethylhydrosiloxane as a hydride source have been employed for the reductive dehydroxylation of Baylis-Hillman adducts wherein the hydride adds in an S(N)2' manner onto the unactivated allyl alcohol moiety with concomitant elimination of the hydroxy group along with double bond migration. The products formed were found to be E in the case of ester adducts and Z in the case of nitrile adducts. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.014

文献信息

• An Efficient and General Method for the Heck and Buchwald–Hartwig Coupling Reactions of Aryl Chlorides
  作者：Dong-Hwan Lee、Abu Taher、Shahin Hossain、Myung-Jong Jin

  DOI：10.1021/ol202177k

  日期：2011.10.21

  The β-diketiminatophosphane Pd complex acted as a powerful catalyst for the Heck coupling of aryl chlorides with alkenes. Various aryl and heteroaryl chlorides were coupled efficiently under relatively mild conditions. Furthermore, this catalytic system also proved to be highly active in the Buchwald–Hartwig coupling of deactivated and sterically hindered aryl chlorides at room temperature.

  β-二酮基亚氨基膦Pd络合物可作为芳基氯化物与烯烃的Heck偶联的有力催化剂。在相对温和的条件下有效地偶联了各种芳基和杂芳基氯化物。此外，在室温下，这种催化体系在失活的和位阻的芳基氯化物的布赫瓦尔德-哈特维格偶联中也被证明具有很高的活性。
• Chromatography-Free Wittig Reactions Using a Bifunctional Polymeric Reagent
  作者：Peter Shu-Wai Leung、Yan Teng、Patrick H. Toy

  DOI：10.1021/ol1021614

  日期：2010.11.5

  The first example of a polystyrene bearing two distinct reagent groups has been prepared. This phosphine and amine functionalized material was used in one-pot Wittig reactions with an aldehyde and either an α-halo-ester, -ketone, or -amide. Due to the heterogeneous nature of the polymer, the desired alkene product of these reactions could be isolated in excellent yield in essentially pure form after

  已经制备了带有两个不同试剂基团的聚苯乙烯的第一个例子。该膦和胺官能化的材料用于与醛和α-卤代酯，-酮或-酰胺的一锅法Wittig反应中。由于聚合物的非均质性质，仅在过滤和除去溶剂后，就可以以优异的收率以基本纯净的形式分离出这些反应的所需烯烃产物。
• [EN] GPR120 RECEPTOR AGONISTS AND USES THEREOF<br/>[FR] AGONISTES DU RÉCEPTEUR GPR120 ET LEURS UTILISATIONS
  申请人：METABOLEX INC

  公开号：WO2011159297A1

  公开（公告）日：2011-12-22

  GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

  GPR120激动剂已提供。这些化合物对于治疗代谢性疾病，包括II型糖尿病和与血糖控制不佳有关的疾病非常有用。
• [EN] GPR120 RECEPTOR AGONISTS AND USES THEREOF<br/>[FR] AGONISTES DE RÉCEPTEURS GPR 120 ET LEURS APPLICATIONS
  申请人：METABOLEX INC

  公开号：WO2010080537A1

  公开（公告）日：2010-07-15

  GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

  GPR120激动剂已提供。这些化合物对于治疗代谢性疾病，包括II型糖尿病和与血糖控制不佳有关的疾病非常有用。
• Rasta Resin-PPh3-NBniPr2 and its Use in One-Pot Wittig Reaction Cascades
  作者：Yan Teng、Jinni Lu、Patrick H. Toy

  DOI：10.1002/asia.201100721

  日期：2012.2.6

  reagent has been prepared and used effectively in a variety of one‐pot Wittig reactions. The design of this reagent resolved a deficiency of a previously reported related material, and allowed it to perform more efficiently in such reactions. Furthermore, it was readily recyclable, and was also successfully applied in cascade processes involving one‐pot Wittig reactions followed by either a conjugate

  已经制备了一种新的三芳基膦-叔胺双功能聚合试剂，并已有效地用于各种单罐Wittig反应中。该试剂的设计解决了先前报道的相关材料的不足，并使其在此类反应中可以更有效地发挥作用。此外，它易于回收利用，并且还成功地用于级联过程中，涉及一锅Wittig反应，然后进行共轭还原或还原性醇醛缩合反应。在这些反应级联中，在维蒂希反应中产生的氧化膦基团用作随后反应的催化剂。