Methyl (E)-3-(2-methoxyphenyl)-3-methylacrylate

• 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: Methyl (E)-3-(2-methoxyphenyl)-3-methylacrylate
• 英文别名: 3-(2-methoxy-phenyl)-trans-crotonic acid methyl ester；3-(2-Methoxy-phenyl)-trans-crotonsaeure-methylester；methyl (2E)-3-(2-methoxyphenyl)but-2-enoate；methyl (E)-3-(2-methoxyphenyl)but-2-enoate
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: JUYNQWNUWSXIFK-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl (E)-3-(2-methoxyphenyl)-3-methylacrylate 在 sodium hydroxide 作用下， 反应 2.0h， 生成 3-(2-methoxy-phenyl)-trans-crotonic acid
  参考文献：
  名称：

  DMAP催化[4 + 2]与酮的α，β-不饱和羧酸的环加成反应，合成α，β-不饱和δ-内酯

  摘要：

  的DMAP催化[4 + 2]环加成α，β不饱和羧酸与酮家具α，β不饱和δ内酯以良好的收率（80％）中描述，其是遥控器的第一个例子γ -吡啶基催化剂DMAP促进了α，β-不饱和羧酸的C（sp 3）-H活化。版权所有©2017 John Wiley＆Sons，Ltd.

  DOI：

  10.1002/cjoc.201600929
• 作为产物：
  描述：

  巴豆酸甲酯 、 2-溴苯甲醚 在 dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) 、 N-甲基二环己基胺 、 4,4'-二叔丁基苯并 、 四丁基氯化铵 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以87%的产率得到Methyl (E)-3-(2-methoxyphenyl)-3-methylacrylate
  参考文献：
  名称：

  A Robust First-Pass Protocol for the Heck–Mizoroki Reaction

  摘要：

  The Heck-Mizoroki (HM) reaction is one of the most widely used C-C bond-forming methods of contemporary synthesis. Notwithstanding this, these reactions frequently require significant optimization before efficient transformations can be obtained. We describe here the results of a study that aimed to establish a generic experimental protocol for HM reactions which enables acceptable yields from first-pass experiments. The methodology utilizes readily available stable catalysts and can be applied to a broad range of coupling partners.

  DOI：

  10.1021/op300364p

文献信息

• Anti-HCMV compositions and methods
  申请人：FORGE Life Science, LLC

  公开号：US10723708B2

  公开（公告）日：2020-07-28

  This document relates to compounds useful as agents for preventing or treating human cytomegalovirus (HCMV) infections.

  本文涉及可作为预防或治疗人类巨细胞病毒（HCMV）感染的药物的化合物。
• Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a <i>P</i>-Stereogenic BoPhoz-Type Ligand
  作者：Zheng-Chao Duan、Xiang-Ping Hu、Cheng Zhang、Zhuo Zheng

  DOI：10.1021/jo101849b

  日期：2010.12.3

  A series of chiral 3-aryl-4-phosphonobutyric acid esters were synthesized in high enantioselectivities (93-98% ee) via the Rh-catalyzed asymmetric hydrogenation of the corresponding 3-aryl-4-phosphonobutenoates using a P-stereogenic BoPhoz-type phosphine-aminophosphine ligand. The methodology has been successfully applied to the asymmetric synthesis of a potential GABA(B) antagonist, (R)-phaclofen, in high enantioselectivity.
• Stoermer; Grimm; Laage, Chemische Berichte, 1917, vol. 50, p. 973
  作者：Stoermer、Grimm、Laage

  DOI：——

  日期：——
• A Phosphane‐Free Catalyst System for the Heck Arylation of Disubstituted Alkenes: Application to the Synthesis of Trisubstituted Olefins
  作者：Christoph Gürtler、Stephen L. Buchwald

  DOI：10.1002/(sici)1521-3765(19991105)5:11<3107::aid-chem3107>3.0.co;2-#

  日期：1999.11.5

  A new general procedure for the Heck arylation of disubstituted olefins is described. This procedure allows, in many instances, the stereoselective synthesis of trisubstituted olefins. Trisubstituted olefins are easily accessible under mild reaction conditions using a new catalyst system consisting of dicyclohexylamine or methyl-(dicyclohexyl)amine and a phase-transfer catalyst. The choice of base was found to be crucial for the rate and stereoselectivity of the Heck arylation reactions. This method is applicable to the coupling of both electron-deficient and electron-rich aryl halides and displays good stereoselectivity and a high degree: of functional group compatibility. Labeling studies indicate that the source of this selectivity is thermodynamic in nature.
• Stoermer; Sandow, Chemische Berichte, 1920, vol. 53, p. 1285
  作者：Stoermer、Sandow

  DOI：——

  日期：——