(E)-ethyl 3-methoxy-3-phenylacrylate | 72050-17-0

• 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-methoxy-3-phenylacrylate
• 英文别名: ethyl (E)-3-methoxy-3-phenylprop-2-enoate
• CAS: 72050-17-0
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: ROFWCAULVGPCLM-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 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-methoxy-3-phenylacrylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 (E)-3-methoxy-3-phenyl-2-buten-1-ol
  参考文献：
  名称：

  Enolate Claisen rearrangement of esters from furanoid and pyranoid glycals

  摘要：

  DOI：

  10.1021/jo01289a012
• 作为产物：
  描述：

  苯甲醛二甲缩醛 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.66h， 生成 (E)-ethyl 3-methoxy-3-phenylacrylate 、 ethyl 3-methoxy-3-phenyl-2(Z)-propenoate
  参考文献：
  名称：

  Discovery of a new class of cinnamyl-triazole as potent and selective inhibitors of aromatase (cytochrome P450 19A1)

  摘要：

  Synthesis of a novel class of natural product inspired cinnamyl-containing 1,4,5-triazole and the potent inhibition of human aromatase (CYP 450 19A1) by select members is described. Structure-activity data generated provides insights into the requirements for potency particularly the inclusion of an aryl bromide or chloride residue as a keto-bioisostere. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.07.083

文献信息

• Synthesis of (Z)-N-hydroxy-3-methoxy-3-phenylacrylamide as new selective inhibitor of hepatitis C virus replication
  作者：M. V. Kozlov、A. A. Kleymenova、K. A. Konduktorov、A. Z. Malikova、K. A. Kamarova、R. A. Novikov、S. N. Kochetkov

  DOI：10.1134/s1068162016010076

  日期：2016.3

  hydroxamic acid (CHA) inhibits replication of hepatitis C virus (HCV). We synthesized a structural analogue of CHA, i.e., (Z)-N-hydroxy-3-methoxy3-phenylacrylamide, which inhibited HCV replication five times more selectively than CHA. It was found that both compounds did not inhibit deacetylation of Ac-α-tubulin with histone deacetylase 6, the activity of which is important for virus replication.

  根据最近公布的结果，肉桂异羟肟酸 (CHA) 抑制丙型肝炎病毒 (HCV) 的复制。我们合成了 CHA 的结构类似物，即 (Z)-N-羟基-3-甲氧基3-苯基丙烯酰胺，其抑制 HCV 复制的选择性是 CHA 的五倍。发现这两种化合物均不抑制 Ac-α-微管蛋白与组蛋白脱乙酰酶 6 的脱乙酰作用，组蛋白脱乙酰酶的活性对病毒复制很重要。
• New conditions for reactions mediated by yeast
  申请人：Trewhella Arthur Maurice

  公开号：US20050084943A1

  公开（公告）日：2005-04-21

  Organic compounds, such as precursors for aryl ethylamines such as ephedrine, aryl propylamines such as fluoxetine and propionic acid derivatives such as ibuprofen, naproxen and fenoprofen, are subjected to a yeast mediated reduction conducted in the absence of a solvent. The yeast is moistened with water and contacted with the organic compound. The yeast may then be contacted with an organic solvent to dissolve the product of the reaction into the solvent, and a solid/liquid separation used to separate the product from the yeast.

  有机化合物，例如芳基乙胺的前体，如麻黄素，芳基丙胺，如氟西汀和丙酸衍生物，例如布洛芬，萘普生和芬普尼，经过在无溶剂条件下进行的酵母介导还原。酵母被水浸湿并与有机化合物接触。然后可以将有机溶剂与酵母接触，以将反应产物溶解到溶剂中，并使用固液分离将产物与酵母分离。
• US7723065B2
  申请人：——

  公开号：US7723065B2

  公开（公告）日：2010-05-25