2-methyl-2-butenedioic acid 4-ethylester | 66261-38-9

• 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: 2-methyl-2-butenedioic acid 4-ethylester
• 英文别名: methylfumaric acid-4-ethyl ester；Methylfumarsaeure-4-aethylester；(E)-4-ethoxy-2-methyl-4-oxobut-2-enoic acid
• CAS: 66261-38-9
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: TUKRGKTWRYDDDF-SNAWJCMRSA-N

物化性质

• 熔点：
  56°C
• 沸点：
  273.5±23.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-methyl-2-butenedioic acid 4-ethylester 在 盐酸 、 N-碘代丁二酰亚胺 、 氰基磷酸二乙酯 、 TEA 、 三正丁基氢锡 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 22.5h， 生成 (R)-dimethyl 2-hydroxy-2-methylsuccinate
  参考文献：
  名称：

  Asymmetric Synthesis of (R)(-)-Dimethyl Citramalate

  摘要：

  An asymmetric synthesis of (R)(-)-dimethyl citramalate (1), involving halolactonization by using (S)(-)-proline as a chiral auxiliary, is reported.

  DOI：

  10.3987/com-97-s(n)57
• 作为产物：
  描述：

  ethyl (E)-4-hydroxy-3-methyl-2-butenoate 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.5h， 以98%的产率得到2-methyl-2-butenedioic acid 4-ethylester
  参考文献：
  名称：

  A ribozyme with michaelase activity

  摘要：

  The ability to generate RNA molecules that can catalyze complex organic transformations not only facilitates the reconstruction and plausibility of possible prebiotic reaction pathways but is also crucial for elucidating the potential of the application of RNA catalysts in organic syntheses. Iterative RNA selection previously identified a ribozyme that catalyzes the Michael addition of a cysteine thiol to an alpha,beta-unsaturated amide. This reaction is chemically similar to the rate limiting step of the thymidylate synthase reaction, which is the corresponding reaction of a cysteine thiol to the double-bond of the uracil nucleobase. Here we provide a detailed description of the synthesis of the ribozyme substrates and the substrate oligonucleotides used for its characterization and the investigation of the background reaction. We also describe the further characterization of the ribozyme with respect to substrate specificity. We show that the thiol group of the cysteine nucleophile is essential for the reaction to proceed. When substituted for a thiomethyl group, no reaction takes place. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00311-5

文献信息

• Regioselective hydrolysis of diesters of (Z)- and (E)-2-methyl-butenedioic acids by PLE
  作者：Rudolf Schmid、Vassilia Partali、Thorleif Anthonsen、Henrik W Anthonsen、Lise Kvittingen

  DOI：10.1016/s0040-4039(01)01834-2

  日期：2001.11

  (Z)- and (E)-2-methyl-butenedioic acids (citraconic and mesaconic acid) were hydrolysed by pig live esterase, PLE. For the diethyl esters the enzyme showed low regioselectivity for both the (Z)- and the (E)-isomers. However, the hydrolysis of dimethyl and dipropyl (Z)-2-methyl-butenedioic acid gave a ratio of the monoesters of 95:5 and 85:15.

  （Z）-和（E）-2-甲基-丁烯二酸（柠康酸和中康酸）的二甲酯，二乙酯和二丙酯被猪活酯酶PLE水解。对于二乙酯，该酶对（Z）-和（E）-异构体均显示低的区域选择性。然而，二甲基和二丙基（Z）-2-甲基丁烯二酸的水解给出单酯的比例为95：5和85:15。
• Nickel-catalyzed reductive electrocarboxylation of disubstituted alkynes
  作者：Elisabet Duñach、Sylvie Dérien、Jacques Périchon

  DOI：10.1016/0022-328x(89)87156-6

  日期：1989.4

  Electrochemically reduced Ni(bipy)3(BF4)2 catalyzes the reaction of carbon dioxide with disubstituted alkynes to yield mono- and di-carboxylated derivatives. The reaction is performed under mild conditions in an undivided cell fitted with a sacrificial magnesium anode.

  电化学还原的Ni（bipy）3（BF 4）2催化二氧化碳与双取代炔烃的反应，生成单羧基和二羧基衍生物。该反应在温和条件下在装有牺牲镁阳极的不分隔电池中进行。
• Gastambide; Gastambide-Odier, Bulletin de la Societe Chimique de France, 1954, p. 1177,1180,1182,1183,1184
  作者：Gastambide、Gastambide-Odier

  DOI：——

  日期：——
• Design and synthesis of α,β-unsaturated carbonyl compounds as potential ACE inhibitors
  作者：H Choo

  DOI：10.1016/s0223-5234(00)00158-6

  日期：2000.6

  The alpha,beta-unsaturated amide that is incorporated into the basic structural frame of a simple substrate molecule of angiotensin converting enzyme was found to serve as a Michael acceptor for the catalytic carboxylate of Glu-127, inhibiting the enzyme irreversibly. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
• Anschuetz, Justus Liebigs Annalen der Chemie, 1907, vol. 353, p. 144,178
  作者：Anschuetz

  DOI：——

  日期：——