ethyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate | 57079-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ethyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
• 英文别名: N-Maleoyl-5-NH2propionic acid,ET est；ethyl 3-(2,5-dioxopyrrol-1-yl)propanoate
• CAS: 57079-05-7
• 化学式: C₉H₁₁NO₄
• 分子量: 197.191
• InChiKey: CJTIJAXCVPYTOS-UHFFFAOYSA-N

物化性质

• 沸点：
  322.6±25.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 20.0h， 生成 3-(5-methyl-1,3-dioxo-1,3,3a,4,5,9b-hexahydro-2H-pyrrolo[3,4-c]quinolin-2-yl)propanoic acid
  参考文献：
  名称：

  Photochemical synthesis of an epigenetic focused tetrahydroquinoline library

  摘要：

  这项工作描述了一种光化学合成四氢喹啉库，其中富含对表观遗传靶点特权的化学类型，并探索化学空间的新领域。

  DOI：

  10.1039/d1md00193k
• 作为产物：
  描述：

  马来酸酐 、 beta-丙氨酸乙酯盐酸盐 在 溶剂黄146 作用下， 以43%的产率得到ethyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
  参考文献：
  名称：

  7-氮杂双环[2.2.1]庚烷作为结构亚基，可阻断亚硝胺的致突变性

  摘要：

  亚硝胺是大鼠的强效致癌物和毒物，是人类的潜在遗传毒素。它们在细胞色素P450的催化下，通过相对于亚硝基氨基的α-碳原子上的羟基化而被代谢激活。但是，对N-亚硝胺的结构与诱变活性关系的系统研究很少。在本文中，我们通过使用Ames分析评估了一系列7-氮杂双环[2.2.1]庚烷N-亚硝胺和相关的单环亚硝胺的致突变性。我们的研究结果表明，ñ嵌入双环7-氮杂双[2.2.1]庚烷结构中的亚硝胺官能团缺乏诱变性，即对α-羟基化反应呈惰性，后者是诱变事件的触发因素。此外，计算得出的双环亚硝胺的α-C-H键解离能比相应的单环亚硝胺和N-亚硝基二甲胺要大20-30 kcal / mol。这些结果与双环亚硝胺的较低的α-CH键反应性相符。因此，7-氮杂双环[2.2.1]庚烷结构基序可用于设计具有潜在生物学/医学应用的非遗传毒性亚硝胺化合物。

  DOI：

  10.1016/j.bmc.2011.02.049

文献信息

• Process for producing polymerizable polybranched polyester
  申请人：Hayakawa Hitoshi

  公开号：US20060047140A1

  公开（公告）日：2006-03-02

  The present invention allows the production of a polymerizable hyperbranched polyester by introducing polymerizable unsaturated double bonds into the molecular terminals of a hyperbranched polyester polyol (A), which is obtained by condensation polymerization a polyhydroxy monocarboxylic acid in which there are at least two hydroxyl groups, the carbon atom adjacent to the carboxy group is saturated carbon atom, and the hydrogen atoms on said carbon atom are all substituted, by reacting the hyperbranched polyester polyol (A) and an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B) by a transesterification in the presence of at least one type of transesterification catalyst (C) selected from the group consisting of a dialkyl tin oxide and a stanoxane, without causing side reactions such as nucleophilic addition reactions of terminal hydroxyl groups to polymerizable unsaturated double bonds of the hyperbranched polyester polyol (A), or thermal polymerization of the polymerizable unsaturated double bonds. The polymerizable hyperbranched polyester can be produced at high efficiency using a transesterification that uses as an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B), which is easily obtained as an industrial raw material, and without altering the original backbone structure of the molecular chains of the hyperbranched polyester polyol (A) by hydrolysis and so forth.

  本发明通过在超支化聚酯多元醇（A）的分子端引入可聚合不饱和双键，从而允许生产可聚合的超支化聚酯。超支化聚酯多元醇（A）是通过缩聚至少含有两个羟基的聚羟基一元羧酸（羧基相邻的碳原子是饱和碳原子，该碳原子上的氢原子均被取代）而获得的。在至少一种转酯化催化剂（C）的存在下，通过将超支化聚酯多元醇（A）和具有可聚合不饱和双键的羧酸烷基酯（B）进行酯交换反应，而不引起末端羟基对超支化聚酯多元醇（A）的可聚合不饱和双键的亲核加成反应或热聚合反应等副反应，就可以高效地生产可聚合的超支化聚酯。使用作为工业原料易于获得的具有可聚合不饱和双键的羧酸烷基酯（B）进行酯交换反应，无需通过水解等改变超支化聚酯多元醇（A）的分子链的原始骨架结构。
• PROCESS FOR PRODUCING POLYMERIZABLE POLYBRANCHED POLYESTER
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP1582548A1

  公开（公告）日：2005-10-05

  The present invention allows the production of a polymerizable hyperbranched polyester by introducing polymerizable unsaturated double bonds into the molecular terminals of a hyperbranched polyester polyol (A), which is obtained by condensation polymerization a polyhydroxy monocarboxylic acid in which there are at least two hydroxyl groups, the carbon atom adjacent to the carboxy group is saturated carbon atom, and the hydrogen atoms on said carbon atom are all substituted, by reacting the hyperbranched polyester polyol (A) and an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B) by a transesterification in the presence of at least one type of transesterification catalyst (C) selected from the group consisting of a dialkyl tin oxide and a stanoxane, without causing side reactions such as nucleophilic addition reactions of terminal hydroxyl groups to polymerizable unsaturated double bonds of the hyperbranched polyester polyol (A), or thermal polymerization of the polymerizable unsaturated double bonds. The polymerizable hyperbranched polyester can be produced at high efficiency using a transesterification that uses as an alkyl ester of a carboxylic acid having a polymerizable unsaturated double bond (B), which is easily obtained as an industrial raw material, and without altering the original backbone structure of the molecular chains of the hyperbranched polyester polyol (A) by hydrolysis and so forth.

  本发明通过在超支化聚酯多元醇（A）的分子末端引入可聚合的不饱和双键来生产可聚合的超支化聚酯，超支化聚酯多元醇（A）是通过缩合聚合多羟基一羧酸得到的，其中至少有两个羟基，与羧基相邻的碳原子是饱和碳原子，并且所述碳原子上的氢原子全部被取代、将超支化聚酯多元醇（A）和具有可聚合不饱和双键的羧酸烷基酯（B）在至少一种酯交换催化剂（C）（选自二烷基氧化锡和链烷氧基）的存在下进行酯交换反应、不引起副反应，如端羟基与超支化聚酯多元醇（A）的可聚合不饱和双键的亲核加成反应，或可聚合不饱和双键的热聚合反应。使用具有可聚合不饱和双键（B）的羧酸烷基酯进行酯交换反应，可高效生产可聚合超支化聚酯，该烷基酯可作为工业原料轻松获得，且不会通过水解等方式改变超支化聚酯多元醇（A）分子链的原始骨架结构。
• Stereocontrolled Synthesis of a Complex Library via Elaboration of Angular Epoxyquinol Scaffolds
  作者：Xiaoguang Lei、Nava Zaarur、Michael Y. Sherman、John A. Porco

  DOI：10.1021/jo050956y

  日期：2005.8.1

  We have accomplished the synthesis of a complex chemical library via elaboration of angular epoxyquinol scaffolds with distinct skeletal frameworks. The key strategy involves highly stereocontrolled [4 + 2] Diels-Alder cycloadditions of chiral, nonracemic epoxyquinol dienes to generate the scaffolds. Further scaffold diversification involves hydrogenation, epimerization, dehydration, and condensation of the carbonyl group with alkoxyamine and carbazate building blocks. Further elaboration of the scaffolds also provided new skeletal frameworks using hydroxyl-directed Diels-Alder cycloaddition and reductive N-N bond cleavage. The overall process afforded 244 highly complex and functionalized compounds. Preliminary biological screening of the library uncovered six compounds which showed significant inhibition of Hsp 72 induction.
• Synthesis of a Polymer-Supported Anthracene and Its Application as a Dienophile Scavenger
  作者：Xiaoguang Lei、John A. Porco

  DOI：10.1021/ol036502+

  日期：2004.3.1

  A polymer-supported anthracene has been prepared and employed as a dienophile scavenger in Diels-Alder cycloadditions.
• US7141642B2
  申请人：——

  公开号：US7141642B2

  公开（公告）日：2006-11-28