diethyl (E)-(1-butenyl)methylmalonate | 868169-73-7

• 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: diethyl (E)-(1-butenyl)methylmalonate
• 英文别名: but-1-enyl-methyl-malonic acid diethyl ester；Hexen-(3)-dicarbonsaeure-(2.2)-diaethylester；But-1-enyl-methyl-malonsaeure-diaethylester；diethyl 2-[(E)-but-1-enyl]-2-methylpropanedioate
• CAS: 868169-73-7
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: STYDCJHFGPXJIX-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  diethyl (E)-(1-butenyl)methylmalonate 在 氢氧化钾 作用下， 生成 2-methyl-3-hexenoic acid
  参考文献：
  名称：

  Kon; Linstead; Maclennan, Journal of the Chemical Society, 1932, p. 2453

  摘要：

  DOI：
• 作为产物：
  描述：

  diethyl butylidenemalonate 在 sodium ethanolate 、 碘甲烷 作用下， 生成 diethyl (E)-(1-butenyl)methylmalonate
  参考文献：
  名称：

  Kon; Linstead; Maclennan, Journal of the Chemical Society, 1932, p. 2453

  摘要：

  DOI：

文献信息

• Structure-Guided Directed Evolution of Alkenyl and Arylmalonate Decarboxylases
  作者：Krzysztof Okrasa、Colin Levy、Matthew Wilding、Mark Goodall、Nina Baudendistel、Bernhard Hauer、David Leys、Jason Micklefield

  DOI：10.1002/anie.200904112

  日期：2009.9.28

  enhancement: The X‐ray crystal structure of an arylmalonate decarboxylase (AMDase) with a mechanism‐based inhibitor bound to an active‐site dioxyanion hole provides insight into the mechanism of this intriguing enzyme. The structure also guided the extension of the AMDase biocatalytic repertoire to include a wide range of α‐alkenyl as well as α‐arylmalonates.

  合理增强：芳基丙二酸脱羧酶（AMDase）的X射线晶体结构与基于机理的抑制剂结合在活性位点的双氧阴离子孔上，从而使人们深入了解了这种有趣的酶的机理。该结构还指导了AMDase生物催化库的扩展，使其包括各种α-烯基以及α-芳基丙二酸酯。
• The unprecedented reaction of dimethylsulfonium methylide with Michael acceptors: synthesis of 1-substituted vinyl silanes and styrenes
  作者：Sonali M. Date、Rekha Singh、Sunil K. Ghosh

  DOI：10.1039/b509102k

  日期：——

  established leading to functionalized 1-substituted alkenes. In silyl substituted substrates (2a and 2h), where a facile Peterson-type olefination is possible from the adduct; elimination took place instead to give functionalized 1-substituted vinyl silanes. Aryl substituted Michael acceptors (2b-e, 2g and 2i-k) also underwent a similar kind of olefination to give 1-substituted styrene derivatives with moderate

  不同于通常的环丙烷化，已经建立了从二甲基s亚甲基和各种迈克尔受体的加合物进行空前消除反应的条件，从而导致官能化的1-取代的烯烃。在甲硅烷基取代的底物（2a和2h）中，加合物中可能发生容易的Peterson型烯化反应；取而代之，进行消除，得到官能化的1-取代的乙烯基硅烷。芳基取代的Michael受体（2b-e，2g和2i-k）也经历了类似的烯化反应，以中等收率得到1-取代的苯乙烯衍生物以及副产物，副产物是由二甲基ulf甲基化物和亚芳基丙二酸酯。Hammett研究表明，烯化的选择性与 随着芳基取代基变得更缺乏电子，脱甲基化增加。具有β-烷基取代基的亚炔基丙二酸酯（2f和2l）不利于烯烃化过程。将迈克尔受体和卤代烷依次加到二甲基methyl亚甲基和二甲酸钠的混合物中可进行烯化，然后在活性次甲基上进行烷基化。通过对一些sulf甲基化物的研究已经确定了机械途径。
• MALONATE DECARBOXYLASES FOR INDUSTRIAL APPLICATIONS
  申请人：Hauer Bernhard

  公开号：US20100311037A1

  公开（公告）日：2010-12-09

  The present invention relates to a method for the enzymatic decarboxylation of malonic acid (propanedioic acid) derivatives catalyzed by enzymes structurally and/or functionally related to arylmalonate decarboxylase (AMDase) as isolated from microorganisms of the genus Bordetella . The present invention also relates to novel enzymes with a decarboxylase activity, useful for performing the claimed method, mutants thereof, corresponding coding sequences and expression systems, methods of preparing said novel enzymes, and screening methods for obtaining further suitable enzymes also having said decarboxylase activity.

  本发明涉及一种利用结构和/或功能与芳基丙二酸脱羧酶（AMDase）相关的酶催化菌属Bordetella微生物中分离的方法，对丙二酸（丙二酸）衍生物进行酶促脱羧的方法。本发明还涉及具有脱羧酶活性的新酶，用于执行所述方法的突变体，相应的编码序列和表达系统，制备所述新酶的方法以及用于获得具有所述脱羧酶活性的进一步合适酶的筛选方法。
• New malonate decarboxylases for industrial applications
  申请人：BASF SE

  公开号：EP2565273A1

  公开（公告）日：2013-03-06

  The present invention relates to a method for the enzymatic decarboxylation of malonic acid (propanedioic acid) derivatives catalyzed by enzymes structurally and/or functionally related to arylmalonate decarboxylase (AMDase) as isolated from microorganisms of the genus Bordetella. The present invention also relates to novel enzymes with a decarboxylase activity, useful for performing the claimed method, mutants thereof, corresponding coding sequences and expression systems, methods of preparing said novel enzymes, and screening methods for obtaining further suitable enzymes also having said decarboxylase activity.

  本发明涉及一种丙二酸(丙二酸)衍生物的酶促脱羧方法，该方法由结构上和/或功能上与芳基丙二酸脱羧酶(AMDase)有关的酶催化，这些酶是从博德特氏菌属微生物中分离出来的。本发明还涉及具有脱羧酶活性的新型酶，可用于实施所要求的方法、其突变体、相应的编码序列和表达系统、制备所述新型酶的方法，以及获得同样具有所述脱羧酶活性的其他合适酶的筛选方法。
• NEW MALONATE DECARBOXYLASES FOR INDUSTRIAL APPLICATIONS
  申请人：BASF SE

  公开号：EP2225382A2

  公开（公告）日：2010-09-08