4-[(2E,4E)-2,4-hexadien-1-yloxy]-4-oxobutanoic acid | 174281-38-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-[(2E,4E)-2,4-hexadien-1-yloxy]-4-oxobutanoic acid
• 英文别名: 4-((hexa-2,4-dien-1-yl)oxy)-4-oxobutanoic acid；4-[(2E,4E)-hexa-2,4-dienoxy]-4-oxobutanoic acid
• CAS: 174281-38-0
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: HWEHVJXCEBVBIR-MQQKCMAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(2E,4E)-2,4-hexadien-1-yloxy]-4-oxobutanoic acid 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (E,E,E)-2,4-hexadienyl-(3-methoxycarbonyl-2-propenyl) 1,4-butanedioate
  参考文献：
  名称：

  双酯系三烯的分子内狄尔斯-阿尔德反应。中环含碳环和杂环的合成

  摘要：

  描述了环己烷-1，2-二羧酸酐衍生的二酯系链的三烯的分子内Diels-Alder反应。所研究的大多数环加成过程的立体选择性可以根据优选的“内部”取向的二烯引起内过渡态来合理化。

  DOI：

  10.1016/s0040-4020(99)00960-6
• 作为产物：
  描述：

  丁二酸酐 、 (2E,4E)-2,4-己二烯-1-醇 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以62%的产率得到4-[(2E,4E)-2,4-hexadien-1-yloxy]-4-oxobutanoic acid
  参考文献：
  名称：

  通过二羧酸酯束缚的三烯的分子内Diels-Alder反应形成中环环糊精

  摘要：

  二酯系留三烯的合成和反应IMDA 1，2和3中描述。

  DOI：

  10.1016/0040-4039(95)02181-7

文献信息

• Hetero‐Diels–Alder Cycloaddition with RAFT Polymers as Bioconjugation Platform
  作者：Ana Beloqui、Shivshankar R. Mane、Marcel Langer、Mathias Glassner、Dennis M. Bauer、Ljiljana Fruk、Christopher Barner‐Kowollik、Guillaume Delaittre

  DOI：10.1002/anie.202005747

  日期：2020.11.2

  We introduce the bioconjugation of polymers synthesized by RAFT polymerization, bearing no specific functional end group, by means of hetero‐Diels–Alder cycloaddition through their inherent terminal thiocarbonylthio moiety with a diene‐modified model protein. Quantitative conjugation occurs over the course of a few hours, at ambient temperature and neutral pH, and in the absence of any catalyst. Our

  我们介绍了通过 RAFT 聚合合成的聚合物的生物共轭，不带有特定的官能端基，通过其固有的末端硫代羰基硫基部分与二烯修饰的模型蛋白进行杂狄尔斯-阿尔德环加成反应。在环境温度和中性 pH 条件下，并且在没有任何催化剂的情况下，定量缀合在几个小时内发生。我们的技术平台提供热响应性生物共轭物，其聚集仅由聚合物链控制。
• [EN] URAZOLE COMPOUNDS<br/>[FR] COMPOSÉS URAZOLE
  申请人：UNIV GENT

  公开号：WO2015018928A1

  公开（公告）日：2015-02-12

  The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) wherein R1, R2, R3, R4, R5, R6, R7, L1 and Q1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to the use of a compound of formula (I) as an in situ precursor of a triazolinedione reagent for the functionalization of enes, dienes, aryl and heteroaryl systems via the ene reactions, Diels-Alder reactions, and electrophilic aromatic substitution reactions of said reagent. The present invention also relates to the use of a compound of formula (I) in polymers, membranes, adhesives, foams, sealants, molded articles, films, extruded articles, fibers, elastomers, polymer based additives, pharmaceutical and biomedical products, varnishes, paints, coatings, inks, composite material, organic LEDs, organic semiconductors, conducting organic polymers, or 3D printed articles. The present invention also relates to article comprising said compound of formula (I) and to a process for reshaping and/or repairing said article.

  本发明涉及式(I)的化合物或其立体异构体、对映异构体、消旋体或互变异构体，其中R1、R2、R3、R4、R5、R6、R7、L1和Q1在权利要求和说明书中定义的含义。本发明还涉及制备式(I)化合物的方法。本发明还涉及将式(I)化合物用作三唑烯二酮试剂的原位前体，用于通过烯反应、迪尔斯-阿尔德反应和该试剂的亲电芳烃取代反应对烯烃、二烯烃、芳基和杂环芳基体系进行官能化。本发明还涉及将式(I)化合物用于聚合物、膜、粘合剂、泡沫、密封剂、成型制品、薄膜、挤出制品、纤维、弹性体、基于聚合物的添加剂、药用和生物医学产品、清漆、油漆、涂料、油墨、复合材料、有机发光二极管、有机半导体、导电有机聚合物或3D打印制品的用途。本发明还涉及包含所述式(I)化合物的物品以及对所述物品进行重塑和/或修复的方法。
• Conjugation of biomolecules using diels-alder cycloaddition
  申请人：The Government of the U.S.A. as represented by the Secretary of the Dept. of Hlth. and Human Service

  公开号：US20040082067A1

  公开（公告）日：2004-04-29

  A method is provided for covalently linking carbohydrates, proteins, nucleic acids, and other biomolecules under neutral conditions, using a Diels-Alder cycloaddition reaction. In an example, activated carbon-carbon double bonds were attached to free amino sites of a carrier protein, and a conjugated diene was attached to a carbohydrate hapten. Spontaneous coupling of the carbohydrate and the protein components under very mild conditions provided glycoconjugates containing up to 37 carbohydrate hapten units per carrier protein molecule. The method is also applicable to the immobilization of biomolecules on gel or solid supports. The conjugated products are useful as immunogens and as analytical and diagnostic reagents.

  提供了一种方法，可以在中性条件下利用Diels-Alder环加成反应共价连接碳水化合物、蛋白质、核酸和其他生物分子。例如，活性碳-碳双键被连接到载体蛋白质的游离氨基位点上，而共轭二烯被连接到碳水化合物半抗原上。在非常温和的条件下，碳水化合物和蛋白质组分自发耦合，提供含有每个载体蛋白质分子最多37个碳水化合物半抗原单位的糖蛋白。该方法也适用于将生物分子固定在凝胶或固体支持上。这些共轭产物可用作免疫原和分析和诊断试剂。
• Conjugation of biomolecules using Diels-Alder cycloaddition
  申请人：——

  公开号：US20020051788A1

  公开（公告）日：2002-05-02

  A method is provided for covalently linking carbohydrates, proteins, nucleic acids, and other biomolecules under neutral conditions, using a Diels-Alder cycloaddition reaction. In an example, activated carbon-carbon double bonds were attached to free amino sites of a carrier protein, and a conjugated diene was attached to a carbohydrate hapten. Spontaneous coupling of the carbohydrate and the protein components under very mild conditions provided glycoconjugates containing up to 37 carbohydrate hapten units per carrier protein molecule. The method is also applicable to the immobilization of biomolecules on gel or solid supports. The conjugated products are useful as immunogens and as analytical and diagnostic reagents.

  提供了一种方法，在中性条件下，使用Diels-Alder环加成反应，共价连接碳水化合物、蛋白质、核酸和其他生物分子。在一个例子中，活化的碳-碳双键被连接到载体蛋白质的自由氨基位点上，并将共轭二烯连接到碳水化合物半抗原上。在非常温和的条件下，碳水化合物和蛋白质组分自发耦合，提供了每个载体蛋白质分子最多含有37个碳水化合物半抗原单位的糖蛋白。该方法也适用于在凝胶或固体支持上固定生物分子。共轭产物可用作免疫原和分析和诊断试剂。
• URAZOLE COMPOUNDS
  申请人：UNIVERSITEIT GENT

  公开号：US20160200707A1

  公开（公告）日：2016-07-14

  The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , L 1 and Q 1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to the use of a compound of formula (I) as an in situ precursor of a triazolinedione reagent for the functionalization of enes, dienes, aryl and heteroaryl systems via the ene reactions, Diels-Alder reactions, and electrophilic aromatic substitution reactions of said reagent. The present invention also relates to the use of a compound of formula (I) in polymers, membranes, adhesives, foams, sealants, molded articles, films, extruded articles, fibers, elastomers, polymer based additives, pharmaceutical and biomedical products, varnishes, paints, coatings, inks, composite material, organic LEDs, organic semiconductors, conducting organic polymers, or 3D printed articles. The present invention also relates to article comprising said compound of formula (I) and to a process for reshaping and/or repairing said article.

  本发明涉及式（I）的化合物或其立体异构体，对映异构体，消旋体或互变异构体，其中R1，R2，R3，R4，R5，R6，R7，L1和Q1具有权利要求书和说明中定义的含义。本发明还涉及制备式（I）化合物的方法。本发明还涉及使用式（I）化合物作为三唑环二酮试剂的原位前体，通过该试剂的烯烃反应，Diels-Alder反应和电子亲和性芳香取代反应来实现烯烃，二烯，芳基和杂环芳基体系的官能化。本发明还涉及将式（I）化合物用于聚合物，膜，粘合剂，泡沫，密封剂，模塑件，薄膜，挤出件，纤维，弹性体，基于聚合物的添加剂，制药和生物医学产品，清漆，油漆，涂料，油墨，复合材料，有机LED，有机半导体，导电有机聚合物或3D打印品的用途。本发明还涉及包含所述式（I）化合物的物品以及用于重塑和/或修复所述物品的方法。