2-{2-[N-(4-methoxybenzyl)acetamido]-2-phenylacetamido}phenyl 4-methylbenzoate | 912350-80-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-{2-[N-(4-methoxybenzyl)acetamido]-2-phenylacetamido}phenyl 4-methylbenzoate
• 英文别名: [2-[[2-[Acetyl-[(4-methoxyphenyl)methyl]amino]-2-phenylacetyl]amino]phenyl] 4-methylbenzoate；[2-[[2-[acetyl-[(4-methoxyphenyl)methyl]amino]-2-phenylacetyl]amino]phenyl] 4-methylbenzoate
• CAS: 912350-80-2
• 化学式: C₃₂H₃₀N₂O₅
• 分子量: 522.601
• InChiKey: LTDNBPJJFSQILJ-UHFFFAOYSA-N

物化性质

• 沸点：
  772.3±60.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-{2-[N-(4-methoxybenzyl)acetamido]-2-phenylacetamido}phenyl 4-methylbenzoate 、 丁炔二酸二甲酯 在 盐酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以58%的产率得到dimethyl 1-(4-methoxybenzyl)-2-methyl-5-phenylpyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  Versatile, Fragrant, Convertible Isonitriles

  摘要：

  The metalation of oxazoles leads to ring opening to the isocyanoenolate that can be O-acylated to give the unsaturated isonitriles. These substances undergo conventional multicomponent reactions. The products of their reactions are readily converted to acyl substitution products by treatment with acid and a nucleophile. These unsaturated isonitriles are notable by their simple preparations and, unusually, their nonoffensive odors.

  DOI：

  10.1021/ja0644374
• 作为产物：
  描述：

  苯并恶唑 在 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 Petroleum ether 为溶剂， 反应 15.58h， 生成 2-{2-[N-(4-methoxybenzyl)acetamido]-2-phenylacetamido}phenyl 4-methylbenzoate
  参考文献：
  名称：

  Versatile, Fragrant, Convertible Isonitriles

  摘要：

  The metalation of oxazoles leads to ring opening to the isocyanoenolate that can be O-acylated to give the unsaturated isonitriles. These substances undergo conventional multicomponent reactions. The products of their reactions are readily converted to acyl substitution products by treatment with acid and a nucleophile. These unsaturated isonitriles are notable by their simple preparations and, unusually, their nonoffensive odors.

  DOI：

  10.1021/ja0644374

文献信息

• Multicomponent Reactions of Convertible Isonitriles
  作者：Michael C. Pirrung、Subir Ghorai、Tannya R. Ibarra-Rivera

  DOI：10.1021/jo900414n

  日期：2009.6.5

  they are convertible). Moreover, they do not have the objectionable odors for which isonitriles are typically known, making them more accessible as reagents for organic synthesis. One focus of the work is isonitriles bearing perfluorinated alkyl groups that enable the ready separation of such reagents from nonfluorinated reaction products using the “light” fluorous method of fluorous solid-phase extraction

  通过恶唑的碱促进的开环制备了一个新的不饱和异腈家族，为常规的甲酰胺脱水途径提供了一种替代方法。这些化合物经历了已知的多官能团的多组分反应的全部补充，并提供了产生易于参与酰基取代反应的酰胺产物的理想特性（因此，它们是可转化的）。此外，它们不具有通常已知的异腈的令人讨厌的气味，这使得它们更易于用作有机合成的试剂。这项工作的重点之一是带有全氟烷基的异腈，可使用氟固相萃取的“轻型”氟方法将此类试剂从非氟化反应产物中轻松分离出来。
• Versatile, Fragrant, Convertible Isonitriles
  作者：Michael C. Pirrung、Subir Ghorai

  DOI：10.1021/ja0644374

  日期：2006.9.1

  The metalation of oxazoles leads to ring opening to the isocyanoenolate that can be O-acylated to give the unsaturated isonitriles. These substances undergo conventional multicomponent reactions. The products of their reactions are readily converted to acyl substitution products by treatment with acid and a nucleophile. These unsaturated isonitriles are notable by their simple preparations and, unusually, their nonoffensive odors.