N-(5H-dibenzo[a,d][7]annulen-5-yl)-1-(4-methoxyphenyl)methanimine | 1282607-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: N-(5H-dibenzo[a,d][7]annulen-5-yl)-1-(4-methoxyphenyl)methanimine
• CAS: 1282607-40-2
• 化学式: C₂₃H₁₉NO
• 分子量: 325.41
• InChiKey: KMTYRGVCYILPDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(5H-dibenzo[a,d][7]annulen-5-yl)-1-(4-methoxyphenyl)methanimine 、 Diphenylphosphine oxide 在 2C₄₈H₂₈O₄P^(1-)*Mg⁽²⁺⁾ 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以92%的产率得到(R)-(((5H-dibenzo[a,d][7]annulen-5-yl)amino)(4-methoxyphenyl)methyl)diphenylphosphine oxide
  参考文献：
  名称：

  Chiral Magnesium BINOL Phosphate-Catalyzed Phosphination of Imines: Access to Enantioenriched α-Amino Phosphine Oxides

  摘要：

  A new method to synthesize chiral alpha-amino phosphine oxides is reported. The reaction combines N-substituted imines and diphenylphosphine oxide and is catalyzed by a chiral magnesium phosphate salt. A wide variety of aliphatic and aromatic aldimines substituted by electron-neutral benzhydryl or dibenzocycloheptene groups were excellent substrates for the addition reaction. The dibenzocycloheptene protected imines afforded improved enantioselectivity in the resulting products. Substituted diphenylphosphine oxide nucleophiles also showed good reactivity.

  DOI：

  10.1021/ol200456y
• 作为产物：
  描述：

  5-氨基-5H-二苯并(a,d)环庚烯 、 4-甲氧基苯甲醛 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到N-(5H-dibenzo[a,d][7]annulen-5-yl)-1-(4-methoxyphenyl)methanimine
  参考文献：
  名称：

  Chiral Magnesium BINOL Phosphate-Catalyzed Phosphination of Imines: Access to Enantioenriched α-Amino Phosphine Oxides

  摘要：

  A new method to synthesize chiral alpha-amino phosphine oxides is reported. The reaction combines N-substituted imines and diphenylphosphine oxide and is catalyzed by a chiral magnesium phosphate salt. A wide variety of aliphatic and aromatic aldimines substituted by electron-neutral benzhydryl or dibenzocycloheptene groups were excellent substrates for the addition reaction. The dibenzocycloheptene protected imines afforded improved enantioselectivity in the resulting products. Substituted diphenylphosphine oxide nucleophiles also showed good reactivity.

  DOI：

  10.1021/ol200456y