N-(6-propyl-3,6-dihydropyridin-1(2H)-yl)benzamide

• 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-(6-propyl-3,6-dihydropyridin-1(2H)-yl)benzamide
• 英文别名: N-(6-propyl-3,6-dihydro-2H-pyridin-1-yl)benzamide
• 化学式: C₁₅H₂₀N₂O
• 分子量: 244.337
• InChiKey: KPKMIKAGOFEYFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  benzoyl(pyridin-1-ium-1-yl)amide 、 丙基氯化镁 在 sodium tetrahydroborate 作用下， 以 乙醚 、 二氯甲烷 、 甲醇 为溶剂， 反应 1.17h， 以87%的产率得到N-(6-propyl-3,6-dihydropyridin-1(2H)-yl)benzamide
  参考文献：
  名称：

  Complexation Promoted Additions to N-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines

  摘要：

  Unprecedented regioselectivities were observed for the addition of different organometallic nucleophiles to N-benzoyliminopyridinium ylides. Even benzylic and branched aliphatic Grignard reagents, which usually give substantial amounts of 1,4-adducts, showed excellent 1,2-regioselectivities. The electronic nature of the pyridinium ylide is taken into account to explain these results.

  DOI：

  10.1021/ja0348647

文献信息

• Complexation Promoted Additions to <i>N</i>-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines
  作者：Claude Legault、André B. Charette

  DOI：10.1021/ja0348647

  日期：2003.5.1

  Unprecedented regioselectivities were observed for the addition of different organometallic nucleophiles to N-benzoyliminopyridinium ylides. Even benzylic and branched aliphatic Grignard reagents, which usually give substantial amounts of 1,4-adducts, showed excellent 1,2-regioselectivities. The electronic nature of the pyridinium ylide is taken into account to explain these results.