methyl 2-amino-4-(1-nitrocyclohexyl)-4H-chromene-3-carboxylate | 1234030-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: methyl 2-amino-4-(1-nitrocyclohexyl)-4H-chromene-3-carboxylate
• CAS: 1234030-86-4
• 化学式: C₁₇H₂₀N₂O₅
• 分子量: 332.356
• InChiKey: FVVOTXTYNWJETB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104.69
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  水杨醛 、 氰乙酸甲酯 、 硝基环己烷 在 potassium fluoride 作用下， 反应 1.0h， 以81%的产率得到methyl 2-amino-4-(1-nitrocyclohexyl)-4H-chromene-3-carboxylate
  参考文献：
  名称：

  Solvent-free cascade reaction: direct multicomponent assembling of 2-amino-4H-chromene scaffold from salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes

  摘要：

  The new type of solvent-free cascade reaction was found: the direct heating of the mixture of salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes at 60 degrees C in the presence of catalytic amounts of KF or NaOAc results in the formation of 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carbonitriles or methyl 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carboxylates in 30-90% yields. Thus, the new simple and efficient solvent-free 'one-pot' way to substituted medicinally privileged 2-amino-4H-chromene scaffold was found directly from such simple and reasonable starting compounds as salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.024