ethyl 4-(benzyl(2-(cyclohexylamino)-2-oxo-1-phenylethyl)amino)-2-oxo-2H-chromene-3-carboxylate | 1415676-92-4

• 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: ethyl 4-(benzyl(2-(cyclohexylamino)-2-oxo-1-phenylethyl)amino)-2-oxo-2H-chromene-3-carboxylate
• 英文别名: Ethyl 4-[benzyl-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]amino]-2-oxochromene-3-carboxylate
• CAS: 1415676-92-4
• 化学式: C₃₃H₃₄N₂O₅
• 分子量: 538.643
• InChiKey: RTBKLLAPFWMZJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  环己甲腈 、 (E)-N-benzylidenebenzylamine 、 4-羟基-2-氧代-2H-1-苯并吡喃-3-羧酸乙酯 以 甲醇 为溶剂， 反应 48.0h， 以49%的产率得到ethyl 4-(benzyl(2-(cyclohexylamino)-2-oxo-1-phenylethyl)amino)-2-oxo-2H-chromene-3-carboxylate
  参考文献：
  名称：

  Enols as Feasible Acid Components in the Ugi Condensation

  摘要：

  Heterocyclic enols are used for the first time as acid components in an Ugi-type multicomponent condensation. For that purpose, we have chosen enols containing a Michael acceptor, in order to facilitate an irreversible rearrangement of the primary Ugi adduct. The new four-component process leads readily and efficiently to heterocyclic enamines containing at least six elements of diversity.

  DOI：

  10.1021/ol302976g

文献信息

• Enol-Ugi Reaction of Hydroxycoumarins: Straightforward Synthesis of Amino Acid Derived Coumarin Enamines
  作者：Ana Neo、Carlos Marcos、Teresa Castellano

  DOI：10.1055/s-0034-1380436

  日期：——

  Hydroxycoumarins containing electron-withdrawing groups have been successfully used as acidic components in Ugi-type multicomponent condensations with imines and isocyanides. The reaction takes place smoothly at room temperature, with no need of catalysis, affording 3- and 4-coumarin enamines in a highly convergent manner. Key to this transformation is the conjugate addition--elimination rearrangement on the primary adduct, irreversibly leading to the final product.