(E)-<1-(p-tolyl)-3-<(p-tolyl)amino>-4-carboxyethyl-2-oxopyrrol-5-ylidene>dicarboxylic acid diethyl ester | 204002-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: (E)-<1-(p-tolyl)-3-<(p-tolyl)amino>-4-carboxyethyl-2-oxopyrrol-5-ylidene>dicarboxylic acid diethyl ester
• 英文别名: Diethyl 2-[3-ethoxycarbonyl-4-(4-methylanilino)-1-(4-methylphenyl)-5-oxopyrrol-2-ylidene]propanedioate
• CAS: 204002-61-9
• 化学式: C₂₈H₃₀N₂O₇
• 分子量: 506.555
• InChiKey: OCHHRCLFKCKHEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-<1-(p-tolyl)-3-<(p-tolyl)amino>-4-carboxyethyl-2-oxopyrrol-5-ylidene>dicarboxylic acid diethyl ester 在 氢氧化钾 作用下， 反应 0.17h， 以72%的产率得到(E)-<1-(p-tolyl)-3-<(p-tolyl)amino>-4-(carboxyethyl)-2-oxopyrrol-5-ylidene>dicarboxylic acid anhydride
  参考文献：
  名称：

  Regioselective Synthesis of 5-Ylidenepyrrol-2(5H)-ones by Reaction of Transition Metal-Coordinated Bis(imidoyl) Chlorides with Carbon Nucleophiles

  摘要：

  A regioselective transition metal mediated domino reaction of carbon nucleophiles with oxalic acid-bis(imidoyl)chlorides is reported. This reaction provides a convenient access to E-configured 5-ylidenepyrrol-2(5H)-ones. Without the presence of cobalt(II) or nickel(II) salts, open-chained products were obtained. The regioselective cyclization is controlled by the coordination of the nitrogen atoms of the 1,4-diazadiene system to the transition metal.

  DOI：

  10.1021/jo9805910
• 作为产物：
  描述：

  N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride 、 丙二酸二乙酯 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到(E)-<1-(p-tolyl)-3-<(p-tolyl)amino>-4-carboxyethyl-2-oxopyrrol-5-ylidene>dicarboxylic acid diethyl ester
  参考文献：
  名称：

  通过钴（II）介导的反应级联反应新型便捷合成α-四甲酰胺

  摘要：

  已经开发了一种新型的钴（II）介导的碳亲核试剂与1a-d的多米诺骨反应。所得的环化区域选择性地产生官能化的α-四酰胺。

  DOI：

  10.1016/s0040-4039(97)10872-3

文献信息

• Regioselective Synthesis of 5-Ylidenepyrrol-2(5<i>H</i>)-ones by Reaction of Transition Metal-Coordinated Bis(imidoyl) Chlorides with Carbon Nucleophiles
  作者：Jörg Wuckelt、Manfred Döring、Peter Langer、Rainer Beckert、Helmar Görls

  DOI：10.1021/jo9805910

  日期：1999.1.1

  A regioselective transition metal mediated domino reaction of carbon nucleophiles with oxalic acid-bis(imidoyl)chlorides is reported. This reaction provides a convenient access to E-configured 5-ylidenepyrrol-2(5H)-ones. Without the presence of cobalt(II) or nickel(II) salts, open-chained products were obtained. The regioselective cyclization is controlled by the coordination of the nitrogen atoms of the 1,4-diazadiene system to the transition metal.
• A new and convenient synthesis of α-tetramic acid amides via a cobalt(II)-mediated reaction cascade
  作者：Jörg Wuckelt、Manfred Döring、Peter Langer、Helmar Görls、Rainer Beckert

  DOI：10.1016/s0040-4039(97)10872-3

  日期：1998.3

  A novel cobalt(II)-mediated domino reaction of carbon nucleophiles with 1a-d has been developed. The resulting cyclization regioselectively yields functionalized α-tetramic acid amides.

  已经开发了一种新型的钴（II）介导的碳亲核试剂与1a-d的多米诺骨反应。所得的环化区域选择性地产生官能化的α-四酰胺。