dimethyl (E,E)-2-methyl-2,4-hexadienedioate | 39995-94-3

• 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: dimethyl (E,E)-2-methyl-2,4-hexadienedioate
• 英文别名: 1-Methyl-butadien-(1trans.3trans)-dicarbonsaeure-(1.4)-dimethylester；(E,E)-2-Methyl-2,4-hexadiendisaeure-dimethylester；trans-trans-2-Methyl-muconsaeure-dimethylester；2-methyl-hexa-2t,4t-dienedioic acid dimethyl ester；2-Methyl-hexa-2t,4t-diendisaeure-dimethylester；Dimethyl 2-methylmuconate；dimethyl (2E,4E)-2-methylhexa-2,4-dienedioate
• CAS: 39995-94-3
• 化学式: C₉H₁₂O₄
• 分子量: 184.192
• InChiKey: RORKCJRKDMOOIQ-YDFGWWAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  dimethyl (E,E)-2-methyl-2,4-hexadienedioate 在 xylene 作用下， 生成 (+/-)-5-methyl-cyclohex-5-ene-1r,2c,3c,4c-tetracarboxylic acid tetramethyl ester
  参考文献：
  名称：

  Alder; Krueger, Chemische Berichte, 1953, vol. 86, p. 985,987

  摘要：

  DOI：
• 作为产物：
  描述：

  (2Z,4E)-2-Methyl-2,4-hexadiendisaeure-6-methylester 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 生成 dimethyl (E,E)-2-methyl-2,4-hexadienedioate
  参考文献：
  名称：

  类胡萝卜素和相关化合物。第十八部分。的合成顺式-和二-顺-polyenes通过维蒂希类型反应

  摘要：

  对已经实现“顺式-烯烃化”的一些主张进行了重新审查。

  DOI：

  10.1039/j39680001984

文献信息

• α-Aminomethylmuconic Acid as a Possible Precursor of Niacin
  作者：J. O. HARRIS、F. BINNS

  DOI：10.1038/179475a0

  日期：1957.3

  THE exact route for the biological transformation of 3-hydroxyanthranilic acid to nicotinic acid has not been established with certainty.

  3-hydroxyanthranilic acid 转化为烟酸的确切生物转化途径尚未确定。
• In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes
  申请人：California Institute of Technology

  公开号：US10208322B2

  公开（公告）日：2019-02-19

  The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.

  本发明提供了使用血红素酶催化烯烃向任何含有一个或多个环丙烷官能团的化合物转化的方法。在某些方面，本发明提供了一种生产环丙烷化产物的方法，包括提供烯烃底物、重氮试剂和血红素酶；以及在反应中将各组分混合足够长的时间以生产环丙烷化产物。在其他方面，本发明提供了能够进行体内和体外烯烃环丙烷化反应的血红素酶，包括其变体和片段。本发明还提供了表达血红素酶的表达载体和宿主细胞。
• Cytochrome P450 BM3 enzyme variants for preparation of cyclopropanes
  申请人：California Institute of Technology

  公开号：US11008596B2

  公开（公告）日：2021-05-18

  The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.

  本发明提供了利用血红素酶催化烯烃向任何含有一个或多个环丙烷官能团的化合物转化的方法。在某些方面，本发明提供了一种生产环丙烷化产物的方法，包括提供烯烃底物、重氮试剂和血红素酶；以及在反应中将各组分混合足够长的时间以生产环丙烷化产物。在其他方面，本发明提供了能够进行体内和体外烯烃环丙烷化反应的血红素酶，包括其变体和片段。本发明还提供了表达血红素酶的表达载体和宿主细胞。
• Palladium-catalyzed synthesis of 2,4-dienoic acid derivatives from vinylic halides
  作者：Jin-Il I. Kim、Babu A. Patel、Richard F. Heck

  DOI：10.1021/jo00319a005

  日期：1981.3
• Ruthenium complex-catalyzed coupling of vinyl halides with olefins
  作者：Take-aki Mitsudo、Masakazu Takagi、Shi-Wei Zhang、Yoshihisa Watanabe

  DOI：10.1016/0022-328x(92)83134-4

  日期：1992.1

  Ruthenium complexes such as Ru(COD)(COT) [COD = cyclooctadiene, COT = cyclooctatriene], catalyze the dehydrohalogenative coupling of vinyl halides with olefins to give the corresponding substituted dienes. Even the sp2-carbon-chloride bond of beta-chlorostyrene is activated by ruthenium catalysts.