ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-7-methyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate | 1325716-34-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-7-methyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate
• 英文别名: ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-7-methyl-5-oxo-7,8-dihydro-6H-chromene-4-carboxylate
• CAS: 1325716-34-4
• 化学式: C₁₈H₂₂N₂O₆
• 分子量: 362.382
• InChiKey: JKJCCJYBNJADQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-甲基环己烷-1,3-二酮 、 丁炔二酸二乙酯 、 丙二腈 在 甲胺 作用下， 反应 0.5h， 以83%的产率得到ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-7-methyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate
  参考文献：
  名称：

  Efficient atom economical one-pot multicomponent synthesis of densely functionalized 4H-chromene derivatives

  摘要：

  A sequential one-pot, atom economical three component reaction yielding medicinally promising ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate derivatives (4a-f) through a tandem Michael addition-cyclization reaction starting with structurally diverse cyclohexane-1,3-dione, diethyl acetylene dicarboxylate, and malononitrile has been carried out in different organic bases under solvent free condition for the optimization of maximum yield. All the formed 4H-chromenes were characterized by spectral and X-ray methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.021

文献信息

• Efficient atom economical one-pot multicomponent synthesis of densely functionalized 4H-chromene derivatives
  作者：Muthusamy Boominathan、Muthupandi Nagaraj、Shanmugam Muthusubramanian、Rajaputi Venkatraman Krishnakumar

  DOI：10.1016/j.tet.2011.06.021

  日期：2011.8

  A sequential one-pot, atom economical three component reaction yielding medicinally promising ethyl 2-amino-3-cyano-4-(2-ethoxy-2-oxoethyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-4-carboxylate derivatives (4a-f) through a tandem Michael addition-cyclization reaction starting with structurally diverse cyclohexane-1,3-dione, diethyl acetylene dicarboxylate, and malononitrile has been carried out in different organic bases under solvent free condition for the optimization of maximum yield. All the formed 4H-chromenes were characterized by spectral and X-ray methods. (C) 2011 Elsevier Ltd. All rights reserved.