2-Ethoxymethyl-acrylic acid methyl ester | 138298-92-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Ethoxymethyl-acrylic acid methyl ester
• 英文别名: Methyl 2-ethoxymethylacrylate；methyl 2-(ethoxymethyl)prop-2-enoate
• CAS: 138298-92-7
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: FKAHXBRRBLPYTM-UHFFFAOYSA-N

物化性质

• 沸点：
  179.5±23.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  2-Ethoxymethyl-acrylic acid methyl ester 在 盐酸 、 lithium hydroxide 、 sodium hypochlorite 、 氯化亚砜 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 乙腈 为溶剂， 反应 1.0h， 生成 3-{5-Ethoxymethyl-5-[5-(2-sulfamoyl-phenyl)-pyrimidin-2-ylcarbamoyl]-4,5-dihydro-isoxazol-3-yl}-benzimidic acid methyl ester
  参考文献：
  名称：

  Design and Synthesis of Isoxazoline Derivatives as Factor Xa Inhibitors. 2

  摘要：

  Intravascular clot formation is an important factor in a number of cardiovascular diseases, Therefore, the prevention of blood coagulation has become a major target for new therapeutic agents. One attractive approach is the inhibition of factor Xa (FXa), the enzyme directly responsible for thrombin activation. Herein we report a series of isoxazoline derivatives which are potent FXa inhibitors. Optimization of the side chain at the quaternary position of the isoxazoline ring led to SK549 which showed subnanomolar FXa potency (K-i 0.52 nM). SK549 shows good selectivity for FXa compared to thrombin and trypsin, potent antithrombotic effect in the rabbit arterio-venous thrombosis model, and improved pharmacokinetics relative to other compounds evaluated from this series.

  DOI：

  10.1021/jm980406a
• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 、 sodium ethanolate 在 potassium carbonate 作用下， 以 甲醇 、 Petroleum ether 为溶剂， 反应 12.0h， 生成 2-Ethoxymethyl-acrylic acid methyl ester
  参考文献：
  名称：

  Design and Synthesis of Isoxazoline Derivatives as Factor Xa Inhibitors. 2

  摘要：

  Intravascular clot formation is an important factor in a number of cardiovascular diseases, Therefore, the prevention of blood coagulation has become a major target for new therapeutic agents. One attractive approach is the inhibition of factor Xa (FXa), the enzyme directly responsible for thrombin activation. Herein we report a series of isoxazoline derivatives which are potent FXa inhibitors. Optimization of the side chain at the quaternary position of the isoxazoline ring led to SK549 which showed subnanomolar FXa potency (K-i 0.52 nM). SK549 shows good selectivity for FXa compared to thrombin and trypsin, potent antithrombotic effect in the rabbit arterio-venous thrombosis model, and improved pharmacokinetics relative to other compounds evaluated from this series.

  DOI：

  10.1021/jm980406a

文献信息

• Elimination of β-palladium hydroxide in the PdII-catalyzed reaction of methyl (α-hydroxymethyl)acrylate with alcohols
  作者：Takahiro Hosokawa、Toshihiro Sugafuji、Toshio Yamanaka、Shun-Ichi Murahashi

  DOI：10.1016/0022-328x(94)80175-4

  日期：1994.5

  Exclusive elimination of β-Pd-OH takes place in the oxypalladation intermediate derived from methyl (α-hydroxymethyl)acrylate and alcohols with PdCl2 catalyst, and no β-Pd-H elimination occurs.

  β-Pd-OH在PdCl 2催化剂作用下由（α-羟甲基）丙烯酸甲酯和醇类衍生的羟palpalation中间体被完全消除，没有β-Pd-H消除。
• ALPHA-SUBSTITUTED ACRYLATE ESTERS, COMPOSITION CONTAINING THEREOF, AND METHOD FOR PRODUCING THOSE
  申请人：Kawamoto Takahiro

  公开号：US20130072712A1

  公开（公告）日：2013-03-21

  A method for producing α-substituted acrylate esters is provided which can be suitably used as an industrial method for producing α-substituted acrylate esters because the method does not have problems of apparatus corrosion or does not require waste detoxification and allows reaction in a short time with high yield. The method for producing an α-substituted acrylate ester includes a step of carrying out a reaction of a compound having a specific structure and an active hydrogen-containing compound under a condition where a tertiary amine and an acid and/or a salt thereof coexist.

  提供了一种生产α-取代丙烯酸酯的方法，该方法可适当用作工业生产α-取代丙烯酸酯的方法，因为该方法不存在设备腐蚀问题或不需要废物解毒，并允许在短时间内高产率反应。生产α-取代丙烯酸酯的方法包括在三级胺和酸和/或其盐共存的条件下，进行具有特定结构和含有活性氢的化合物的反应的步骤。
• a-(UNSATURATED ALKOXYALKYL) ACRYLATE COMPOSITION AND PROCESS FOR PRODUCTION THEREOF
  申请人：Saito Makoto

  公开号：US20120016095A1

  公开（公告）日：2012-01-19

  An α-(unsaturated alkoxyalkyl)acrylate composition is provided which enables an α-(unsaturated alkoxyalkyl)acrylate product to be stored at a high purity for an extended period of time and can fully suppress problems such as coloration and gelation from arising during polymerization, and also a method of preparing α-(unsaturated alkoxyalkyl)acrylate compositions for enabling to obtain industrially α-(unsaturated alkoxyalkyl)acrylates safely in a high purity is also provided. The composition includes an α-(unsaturated alkoxyalkyl)acrylate of a specific structure and an antioxidant, the content of the antioxidant being from 0.03 to 0.5 wt % per 100 wt % of the α-(unsaturated alkoxyalkyl)acrylate.

  提供了一种α-(不饱和烯氧烷基)丙烯酸酯组合物，使α-(不饱和烯氧烷基)丙烯酸酯产品可以在长时间内高纯度地储存，并且可以完全抑制聚合过程中出现的着色和凝胶等问题，同时还提供了一种制备α-(不饱和烯氧烷基)丙烯酸酯组合物的方法，以安全地获得高纯度的工业用α-(不饱和烯氧烷基)丙烯酸酯。该组合物包括具有特定结构的α-(不饱和烯氧烷基)丙烯酸酯和抗氧剂，抗氧剂的含量为α-(不饱和烯氧烷基)丙烯酸酯的100 wt％中的0.03至0.5 wt％。
• ALPHA-(UNSATURATED ALKOXYALKYL) ACRYLATE COMPOSITION AND PROCESS FOR PRODUCTION THEREOF
  申请人：Nippon Shokubai Co., Ltd.

  公开号：EP2415751B1

  公开（公告）日：2014-11-26
• US8796492B2
  申请人：——

  公开号：US8796492B2

  公开（公告）日：2014-08-05