methyl 2-[bis(prop-2-enyl)amino]-4-methylpentanoate | 1175564-79-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-[bis(prop-2-enyl)amino]-4-methylpentanoate
• CAS: 1175564-79-0
• 化学式: C₁₃H₂₃NO₂
• 分子量: 225.331
• InChiKey: OENPMMJBPYBYMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-[bis(prop-2-enyl)amino]-4-methylpentanoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 Aspergillus niger monoamine oxidase variant D₅ 作用下， 以 异辛烷 为溶剂， 反应 24.0h， 以21%的产率得到Methyl 4-methyl-2-pyrrol-1-ylpentanoate
  参考文献：
  名称：

  Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

  摘要：

  A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis aromatization sequence.

  DOI：

  10.1021/acscatal.6b03081

文献信息

• Substitution Effect on the Cylization/Fluorination Reaction of<i>N</i>-Dienes in Superacid
  作者：Emilie Vardelle、Agnès Martin-Mingot、Marie-Paule Jouannetaud、Christian Bachmann、Jérôme Marrot、Sébastien Thibaudeau

  DOI：10.1021/jo900881f

  日期：2009.8.21

  The novel cyclization/fluorination reaction of N-dienes in superacid was extended to substituted substrates. The influence of the substitution on superelectrophilic character of dicationic intermediates was shown and its dramatic effect on the synthesis of fluoropiperidines was studied. On the basis of new dicationic α-chloronium ammonium intermediates, starting from halogen-substituted dienes, high-valued

  N-二烯在超酸中的新型环化/氟化反应扩展到了取代的底物上。展示了取代基对双功能中间体的超亲电子特性的影响，并研究了其对氟哌啶合成的巨大影响。基于新的专用二氯化氯铵中间体，从卤素取代的二烯开始，合成了高价值的氟化哌啶。