ethyl 2-ethyloxycarbonyl-4-ethyl-hex-2-enoate | 132658-44-7

• 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: ethyl 2-ethyloxycarbonyl-4-ethyl-hex-2-enoate
• 英文别名: diethyl 2-ethylbutylidenemalonate；(2-ethyl-butylidene)-malonic acid diethyl ester；3-Aethyl-penten-(1)-dicarbonsaeure-(1.1)-diaethylester；(2-Aethyl-butyliden)-malonsaeure-diaethylester；2-(2-Ethyl-butylidene)-malonic acid diethyl ester；diethyl 2-(2-ethylbutylidene)propanedioate
• CAS: 132658-44-7
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: XCJIUZBOARCKJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-ethyloxycarbonyl-4-ethyl-hex-2-enoate 在 potassium tert-butylate 、 sodium hydride 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 <2'-(1-ethylpropyl)>pyrimidine-5-spirocyclopropane-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  潜在抑制剂。第7部分。螺环丙戊巴比妥酸酯对二氢乳清酸脱氢酶的抑制作用

  摘要：

  合成了一系列在环丙烷环上带有烷基和芳基取代基的5-螺环丙烷基巴比妥酸酯。已证明来自Orticum的梭状芽孢杆菌的二氢乳清酸脱氢酶被这些化合物抑制。制备了一系列相关的五元环化合物（乙内酰脲和吡唑），但发现所有化合物均无活性。为了使这些观察结果与以前的有关5-芳基甲基乙内酰脲和5-芳基-乙内酰脲作为抑制剂的结果相关联，还评估了5-芳基戊二酸酯作为抑制剂，发现它们是所研究化合物中活性最高的。该结果在该酶的分子识别的背景下以及使用底物替代物作为构建酶潜在抑制剂的模板的背景下得到了解释。

  DOI：

  10.1039/p19900003137
• 作为产物：
  描述：

  2-乙基丁醛 、 丙二酸二乙酯 在 lithium bromide 作用下， 以 乙酸酐 为溶剂， 反应 7.0h， 以85%的产率得到ethyl 2-ethyloxycarbonyl-4-ethyl-hex-2-enoate
  参考文献：
  名称：

  3-羟基-4-羟甲基四氢呋喃的短距离访问：Amphiasterin B4的总合成中的应用。

  摘要：

  已经完成了两性代谢物amphiasterin B4的首次合成，后者是先前从Plakortis quasiamphiaster中分离出来的次级代谢产物。根据不饱和二醇的高度立体选择性的一锅环氧化/环化，已经达到了核心结构。该底物可以由β，γ-不饱和二酯制备，所述β，γ-不饱和二酯可容易地得自通过相应的α，β-不饱和异构体的UV辐射而产生的过渡二烯醇的有机催化质子化。

  DOI：

  10.1021/jo8020659

文献信息

• A Short Access to 3-Hydroxy-4-hydroxymethyltetrahydrofurans: Application to the Total Synthesis of Amphiasterin B4
  作者：Hani Salim、Olivier Piva

  DOI：10.1021/jo8020659

  日期：2009.3.6

  The first total synthesis of amphiasterin B4, a secondary metabolite previously isolated from Plakortisquasiamphiaster has been achieved. The core structure has been reached according to a highly stereoselective one-pot epoxidation/cyclization of an unsaturated diol. This substrate can be prepared from β,γ-unsaturated diesters readily available from the organocatalyzed protonation of a transient dienol

  已经完成了两性代谢物amphiasterin B4的首次合成，后者是先前从Plakortis quasiamphiaster中分离出来的次级代谢产物。根据不饱和二醇的高度立体选择性的一锅环氧化/环化，已经达到了核心结构。该底物可以由β，γ-不饱和二酯制备，所述β，γ-不饱和二酯可容易地得自通过相应的α，β-不饱和异构体的UV辐射而产生的过渡二烯醇的有机催化质子化。
• SOLID CATALYST COMPONENT FOR OLEFIN POLYMERIZATION, CATALYST FOR OLEFIN POLYMERIZATION, AND METHOD FOR PRODUCING OLEFIN POLYMER
  申请人：Uozumi Toshiya

  公开号：US20140221583A1

  公开（公告）日：2014-08-07

  An olefin polymer that is obtained using an olefin polymerization catalyst that includes a solid catalyst component for olefin polymerization that includes titanium, magnesium, a halogen, and an ester compound (A) represented by the following formula (1): R 1 R 2 C═C(COOR 3 )(COOR 4 ), an organoaluminum compound, and an optional external electron donor compound, exhibits primary properties (e.g., molecular weight distribution and stereoregularity) similar to those of an olefin polymer obtained using a solid catalyst component that includes a phthalic ester as an electron donor.

  使用一种包括钛、镁、卤素和酯化合物(A)的固体催化剂组分（式子1：R1R2C═C(COOR3)(COOR4)）进行烯烃聚合得到的烯烃聚合物，加上有机铝化合物和可选的外部电子给体化合物，表现出与包括邻苯二甲酸酯作为电子给体的固体催化剂组分得到的烯烃聚合物相似的主要性质（如分子量分布和立构规则性）。
• Method for producing solid catalyst component for olefin polymerization, catalyst for olefin polymerization and a process for propylene polymerization
  申请人：TOHO TITANIUM CO., LTD.

  公开号：US10246530B2

  公开（公告）日：2019-04-02

  A method for producing a solid catalyst for olefin (co)polymerization includes bringing into contact with each other a magnesium compound, a tetravalent titanium halide compound, an organic compound represented the following general formula (1) R1k(C6H4-k)(COOR2)(COOR3)  (1) and an organic compound represented the following general formula (2) R4R5C═C (COOR6)(COOR7)  (2) wherein R1 is a halogen atom or an alkyl group, R2 and R3 are a linear alkyl group, R4 and R5 are independently an atom or group selected from a hydrogen atom, halogen, a linear alkyl group, a branched alkyl group a vinyl group, a linear or branched alkenyl group, a cycloalkenyl group, an aromatic hydrocarbon group, and R6 and R7 are independently a linear alkyl group, a branched alkyl group, a vinyl group, a linear or branched alkenyl group a cycloalkyl group, a cycloalkenyl group, or an aromatic hydrocarbon group.

  一种生产烯烃（共）聚合用固体催化剂的方法，包括使镁化合物、四价卤化钛化合物、下 列通式（1）代表的有机化合物相互接触 R1k(C6H4-k)(COOR2)(COOR3) (1) 和 代表以下通式(2)的有机化合物 R4R5C═C (COOR6)(COOR7) (2) 其中 R1 是卤素原子或烷基，R2 和 R3 是直链烷基，R4 和 R5 独立地是选自氢原子、卤素、直链烷基、支链烷基、乙烯基、直链或支链烯基、环烯基、芳香烃基的原子或基团，R6 和 R7 独立地是直链烷基、支链烷基、乙烯基、直链或支链烯基、环烷基、环烯基或芳香烃基。
• Cope et al., Journal of the American Chemical Society, 1941, vol. 63, p. 3455
  作者：Cope et al.

  DOI：——

  日期：——
• Synthesis and anticonvulsant activity of new 6-methyl-1-substituted-4,6-diazaspiro[2.4]heptane-5,7-diones
  作者：Xianran He、Guanpeng Qiu、Jin Yang、Yuling Xiao、Zhongyuan Wu、Guofu Qiu、Xianming Hu

  DOI：10.1016/j.ejmech.2010.05.034

  日期：2010.9

  In the present study on the development of new anticonvulsants, twenty new 6-methyl-1-substituted-4,6-diazaspiro[2.4]heptane-5,7-diones were synthesized and tested for anticonvulsant activity using the maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) screens. Their neurotoxicity was determined by the rotorod test. In this series, all of the alkyl- and aryl-substituted 5,5-cyclo-propanespirohydantoins showed more or less protection against MES and/or scPTZ models. The most active of the series was 6-methyl-1-(4-(methylsulfonyl)phenyl)-4,6-diazaspiro[2.4]heptane-5,7-dione (6t), which showed a MES ED50 value of 12.5 mg/kg in mice. The median toxic dose (TD50) was 310 mg/kg, providing compound 6t with a protection index (PI = TD50/ED50) of 24.8 in the MES test which is better than phenytoin. (C) 2010 Elsevier Masson SAS. All rights reserved.