N-[(1E)-[(2R)-5-(3-chlorophenyl)-2-methyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine | 1071527-10-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(1E)-[(2R)-5-(3-chlorophenyl)-2-methyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine
• CAS: 1071527-10-0
• 化学式: C₂₅H₃₁ClN₂O
• 分子量: 410.987
• InChiKey: DLEGQALSNJYCOT-VERWXBPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.28
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  24.83
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-[(1E)-[(2R)-5-(3-chlorophenyl)-2-methyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine 在 二甲基二环氧乙烷 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 以81%的产率得到(2R,3S,6R)-3-(3-chlorophenyl)-2-methoxy-1-((E)-((S)-1-methoxy-3-methylbutan-2-ylimino)(phenyl)methyl)-6-methylpiperidin-3-ol
  参考文献：
  名称：

  Highly Regioselective Intermolecular Arylation of 1,2,3,4-Tetrahydropyridines

  摘要：

  Using a catalytic amount of PdCl2(dppf).CH2Cl2 in combination with Ag3PO4 and NaOAc, a range of arylated 1,2,3,4-tetrahydropyridines are synthesized in good yields and with complete selectivity at the beta-position. The reaction is compatible with a variety of electron-donating and electron-withdrawing aryl iodides as well as with heteroaryl iodides. The application of these tetrahydropyridines toward the synthesis of polysubstituted piperidines is also demonstrated.

  DOI：

  10.1021/ol8018709
• 作为产物：
  描述：

  N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-N-{(1E)-[(2R)-2-methyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}amine 、 1-氯-3-碘苯 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 silver orthophosphate 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以64%的产率得到N-[(1E)-[(2R)-5-(3-chlorophenyl)-2-methyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine
  参考文献：
  名称：

  Highly Regioselective Intermolecular Arylation of 1,2,3,4-Tetrahydropyridines

  摘要：

  Using a catalytic amount of PdCl2(dppf).CH2Cl2 in combination with Ag3PO4 and NaOAc, a range of arylated 1,2,3,4-tetrahydropyridines are synthesized in good yields and with complete selectivity at the beta-position. The reaction is compatible with a variety of electron-donating and electron-withdrawing aryl iodides as well as with heteroaryl iodides. The application of these tetrahydropyridines toward the synthesis of polysubstituted piperidines is also demonstrated.

  DOI：

  10.1021/ol8018709