2-isopropylfumaric acid | 7596-39-6

• 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-isopropylfumaric acid
• 英文别名: isopropyl fumaric acid；isopropylfumaric acid；isopropyl-fumaric acid；Isopropyl-fumarsaeure；isopropyl maleic acid；(Z)-2-propan-2-ylbut-2-enedioic acid；(E)-2-propan-2-ylbut-2-enedioic acid
• CAS: 7596-39-6
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: NJMGRJLQRLFQQX-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-isopropylfumaric acid 在 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 9.5h， 生成 (E)-3-carbomethoxy-2-(1-methylethyl)prop-2-enoyl chloride
  参考文献：
  名称：

  生物碱合成中酰基腈离子引发的杂环化。兰花科生物碱 (.+-.)-石斛碱的高效、立体控制的全合成

  摘要：

  描述了 (±)-dendrobine 的简明全合成，从 2-methylcyclopent-2-en-1-one 分八步进行。这种方法的关键转变是银离子介导的异腈 6 与酰氯 5 的环缩合反应。 这种高度收敛的反应以极好的 (88%) 总产率进行，以提供 Δ 1 -吡咯啉 4

  DOI：

  10.1021/ja00037a009
• 作为产物：
  描述：

  3-甲基-2-氧代丁酰乙酯 在 氢氧化钾 、 sodium hydride 作用下， 生成 2-isopropylfumaric acid
  参考文献：
  名称：

  Preparation of (S)-2-substituted succinates by stereospecific reductions of fumarate and derivatives with resting cells of Clostridium formicoaceticum

  摘要：

  Fumarate derivatives have been reduced to (S)-2-methylsuccinate 2a, (S)-2-ethylsuccinate 3a and (S)-2-chlorosuccinate 4a in up to 1 M concentrations with Clostridium formicoaceticum. Formate was the electron donor and viologens or anthraquinone-2,6-disulphonate acted as artificial electron mediators. Reductions with freeze-dried cells in (H2O)-H-2-buffers led to the (2R,3S)-[2,3-H-2]-dideuterated succinate derivatives. The productivity numbers(1) ranged from 450 to 5000 and the enantiomeric excess of all (S)-2-substituted succinates was greater than or equal to 99%.

  DOI：

  10.1016/s0040-4020(01)85677-5

文献信息

• Enantiospecific synthesis of 3-substituted aspartic acids via enzymic amination of substituted fumaric acids
  作者：Mahmoud Akhtar、Botting Nigel P.、Cohen Mark A.、David Gani

  DOI：10.1016/s0040-4020(01)87795-4

  日期：——

  The use of the enzyme 3-methylaspartase in the synthesis of L-aspartic acids containing 3-halogeno- or 3-alkyl- substituents, in the (S)-configuration, and also some of the corresponding C-3 deuteriated isotopomers is described.

  描述了3-甲基天冬氨酸酶在合成具有（S）构型的3-卤代-或3-烷基-取代基的L-天冬氨酸以及一些相应的C-3氘代异位异构体中的用途。
• COPOLYMERS AND COMPOSITIONS WITH ANTI-ADHESIVE AND ANTIMICROBIAL PROPERTIES
  申请人：BASF SE

  公开号：US20160235062A1

  公开（公告）日：2016-08-18

  The invention relates to a copolymer exhibiting both antimicrobial and anti-adhesive properties as well as to a hydrogel. Said hydrogel is obtained from the inventive copolymer and a substrate. Another part of the invention is a process for making the hydrogel, as well as different uses of the inventive copolymer as well as of the hydrogel.

  该发明涉及一种既具有抗菌和抗粘附性能的共聚物，又涉及一种水凝胶。所述水凝胶是由该创新共聚物和基质制得的。该发明的另一部分是制备水凝胶的方法，以及该创新共聚物和水凝胶的不同用途。
• Asymmetric synthesis of 2-substituted butane-1,4-diols by hydrogenation of homochiral fumaramide derivatives
  作者：Samaila Jawaid、Louis J. Farrugia、David J. Robins

  DOI：10.1016/j.tetasy.2004.11.023

  日期：2004.12

  Diastereoselective hydrogenation of homochiral fumaramides 1 derived from (2R)-Oppolzer's sultam was observed by analysis of the H-1 NMR spectra of the succinamide mixtures with de's of 77-88%. Reduction of these succinamides using LiAlH4 gave the corresponding (2S)-butane-1,4-diols and established that addition of hydrogen takes place selectively on the re-face of 14 fumaramides 1. The stereoselectivity was confirmed by estimating the ee's from the F-19 NMR spectra of the Mosher's diesters of the diols. This methodology was applied to the synthesis of selected pyrrolidine natural products in homochiral form. (C) 2004 Elsevier Ltd. All rights reserved.
• Walden, Chemische Berichte, 1891, vol. 24, p. 2028
  作者：Walden

  DOI：——

  日期：——
• Demarcay, Annales de Chimie (Cachan, France), 1880, vol. <5> 20, p. 462
  作者：Demarcay

  DOI：——

  日期：——