2-丙烯酸,3-(2-甲酰基-4,5-二甲氧苯基)-,甲基酯,(E)- | 132233-79-5

• 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
• 中文名称: 2-丙烯酸,3-(2-甲酰基-4,5-二甲氧苯基)-,甲基酯,(E)-
• 英文名称: methyl 3-(4',5'-dimethoxy-2'-formylphenyl)propenoate
• 英文别名: (E)-methyl 3-(2-formyl-4,5-dimethoxyphenyl)acrylate；methyl 3-(2-formyl-4,5-dimethoxyphenyl)acrylate；methyl (E)-3-(2-formyl-4,5-dimethoxy-phenyl)-acrylate；methyl (E)-3-(2-formyl-4,5-dimethoxyphenyl)prop-2-enoate
• CAS: 132233-79-5
• 化学式: C₁₃H₁₄O₅
• 分子量: 250.251
• InChiKey: NZDRUOQGKNGHGE-SNAWJCMRSA-N

物化性质

• 熔点：
  131-132 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  420.9±45.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-丙烯酸,3-(2-甲酰基-4,5-二甲氧苯基)-,甲基酯,(E)- 在 potassium carbonate 、 溶剂黄146 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 4.0h， 生成 methyl 2-[(1R,8S,10S)-10-cyano-4,5-dimethoxy-11-oxatricyclo[6.2.1.02,7]undeca-2,4,6-trien-1-yl]acetate
  参考文献：
  名称：

  A general synthetic route to isobenzofurans bearing a functionalized C-1 substituent

  摘要：

  Aromatic o-formyl acetals undergo base-catalyzed Claisen-Schmidt condensation with nitro compounds, ketones, methyl acetate, and acetonitrile to produce functionalized styrenes. Hydrolysis of the acetal and cyclization of the product in methanol provide methoxy phthalans 8 which are used to generate isobenzofurans bearing a functionalized substituent at C-1. The Diels-Alder reactions of these isobenzofurans with several dienophiles have been studied. Conjugated exo-methylene phthalans 20 have been isolated, and an unusual elimination of nitrous acid from nitroalkyl phthalans 8E and 8F has been observed.

  DOI：

  10.1021/jo00005a040
• 作为产物：
  描述：

  1-溴-2-(二甲氧基甲基)-4,5-二甲氧基苯 在 正丁基锂 、 乙醇 、 sodium 作用下， 反应 11.0h， 生成 2-丙烯酸,3-(2-甲酰基-4,5-二甲氧苯基)-,甲基酯,(E)-
  参考文献：
  名称：

  A general synthetic route to isobenzofurans bearing a functionalized C-1 substituent

  摘要：

  Aromatic o-formyl acetals undergo base-catalyzed Claisen-Schmidt condensation with nitro compounds, ketones, methyl acetate, and acetonitrile to produce functionalized styrenes. Hydrolysis of the acetal and cyclization of the product in methanol provide methoxy phthalans 8 which are used to generate isobenzofurans bearing a functionalized substituent at C-1. The Diels-Alder reactions of these isobenzofurans with several dienophiles have been studied. Conjugated exo-methylene phthalans 20 have been isolated, and an unusual elimination of nitrous acid from nitroalkyl phthalans 8E and 8F has been observed.

  DOI：

  10.1021/jo00005a040

文献信息

• N-(4- carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20010001799A1

  公开（公告）日：2001-05-24

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  这项发明涉及一种新颖的公式为N-(4-羰基苄基)-甘氨酸衍生物，其中R1、E、X1至X4以及G1和G2如描述和权利要求中所定义，以及其水合物或溶剂合物和生理可用盐。
• Co^III–Carbene Radical Approach to Substituted 1<i>H</i>-Indenes
  作者：Braja Gopal Das、Andrei Chirila、Moniek Tromp、Joost N. H. Reek、Bas de Bruin

  DOI：10.1021/jacs.6b05434

  日期：2016.7.20

  successfully applied to a broad range of substrates, producing 1H-indenes in good to excellent yields. The metallo-radical catalyzed indene synthesis in this paper represents a unique example of a net (formal) intramolecular carbene insertion reaction into a vinylic C(sp(2))-H bond, made possible by a controlled radical ring-closure process of the carbene radical intermediate involved. The mechanism was investigated

  提出了一种通过邻肉桂基 N-甲苯磺酰腙的金属基活化催化合成取代 1H-茚的新策略，利用 Co(III) 卡宾自由基中间体的固有反应性。该反应使用容易获得的起始材料并且操作简单，因此代表了构建官能化1H-茚衍生物的实用方法。廉价且易于制备的低自旋钴 (II) 配合物 [Co(II)(MeTAA)]（MeTAA = 四甲基四氮杂 [14] 环烯）被证明是所研究的催化剂中最活跃的催化剂，它证明了催化卡宾自由基反应性非卟啉钴 (II) 络合物，以及 [Co(II)(MeTAA)] 的首次催化活性。该方法已成功应用于广泛的基材，以良好到极好的收率生产 1H-茚。本文中金属自由基催化的茚合成代表了一个独特的例子，即净（正式）分子内卡宾插入反应成乙烯基 C(sp(2))-H 键，通过受控自由基闭环过程使之成为可能。卡宾自由基中间体参与其中。通过计算研究了该机制，并通过一系列支持实验反应证实了结果。密度泛
• A Novel Synthesis of 1-(2-Methyl-1-propenyl)-2-aminoindan Derivatives.
  作者：Masanori SOMEI、Fumio YAMADA、Yoshihisa YAMAZAKI、Akiko SHINKURA

  DOI：10.1248/cpb.44.21

  日期：——

  We developed a novel synthesis of 2-aminoindan derivatives, having a 2-methyl-1-propenyl group at the 1-position and oxygen functional groups in the benzene ring, in 8 or 9 steps from vanillin.

  我们开发了一种新型合成 2-氨基茚满衍生物的方法，这种衍生物的 1 位上有 2-甲基-1-丙烯基团，苯环上有氧官能团，以香兰素为原料，通过 8 或 9 个步骤合成。
• Highly Regio- and Stereoselective Ruthenium(II)-Catalyzed Direct <i>ortho</i>-Alkenylation of Aromatic and Heteroaromatic Aldehydes with Activated Alkenes under Open Atmosphere
  作者：Kishor Padala、Masilamani Jeganmohan

  DOI：10.1021/ol3000684

  日期：2012.2.17

  reacted with activated alkenes in the presence of a catalytic amount of [RuCl2(p-cymene)}2], AgSbF6, and Cu(OAc)2·H2O to give substituted alkene derivatives in a highly regio- and stereoselective manner. The corresponding alkene derivatives were further converted into unusual four-membered cyclic ketones or a polycyclic isochromanone derivative via a photochemical rearrangement. Notably, the catalytic

  在催化量的[RuCl 2（p- cymene）} 2 ]，AgSbF 6和Cu（OAc）2 ·H 2 O的存在下，各种芳族和杂芳族醛与活化的烯烃反应，得到取代的烯烃衍生物。高度区域选择性和立体选择性的方式。相应的烯烃衍生物通过光化学重排进一步转化为不寻常的四元环酮或多环异苯并二氢吡喃酮衍生物。值得注意的是，催化反应是在开放气氛下进行的。
• N- (4-carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20030083504A1

  公开（公告）日：2003-05-01

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  本发明涉及一种新的N-(4-氨基甲酰基苯基)-甘氨酸衍生物，其化学式为：1，其中R1、E、X1至X4和G1和G2如说明书和权利要求所定义，以及其水合物或溶剂化合物和生理上可用的盐。