N-(2,4-dimethoxybenzyl)-N-prop-2-en-1-ylpent-4-enamide | 1009808-84-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,4-dimethoxybenzyl)-N-prop-2-en-1-ylpent-4-enamide
• 英文别名: N-[(2,4-dimethoxyphenyl)methyl]-N-prop-2-enylpent-4-enamide
• CAS: 1009808-84-7
• 化学式: C₁₇H₂₃NO₃
• 分子量: 289.375
• InChiKey: LKMVFVMQJXHWTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,4-dimethoxybenzyl)-N-prop-2-en-1-ylpent-4-enamide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以62%的产率得到1-(2,4-dimethoxybenzyl)-1,3,4,5-tetrahydro-1H-azepin-2-one
  参考文献：
  名称：

  Tandem RCM−Isomerization− Cyclopropanation Reactions

  摘要：

  A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCM-double bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to NOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.

  DOI：

  10.1021/ol702766h
• 作为产物：
  描述：

  N-(2,4-dimethoxybenzyl)-prop-2-en-1-amine 、 4-戊烯酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以83%的产率得到N-(2,4-dimethoxybenzyl)-N-prop-2-en-1-ylpent-4-enamide
  参考文献：
  名称：

  Tandem RCM−Isomerization− Cyclopropanation Reactions

  摘要：

  A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCM-double bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to NOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.

  DOI：

  10.1021/ol702766h

文献信息

• Tandem RCM−Isomerization− Cyclopropanation Reactions
  作者：Álvaro Mallagaray、Gema Domínguez、Ana Gradillas、Javier Pérez-Castells

  DOI：10.1021/ol702766h

  日期：2008.2.1

  A new triple tandem process has been discovered in which simple acyclic substrates can be transformed into bicyclic compounds via RCM-double bond isomerization-cyclopropanation. This process is catalyzed by second generation Grubb's catalyst without the requirement of other reactives or additives. In addition, a one-pot RCM-isomerization reaction followed by cyclopropanation with CHCl3/NaOH allows the synthesis of products related to NOS (nitric oxide synthase) inhibitors, which are currently under clinical evaluation.