ethyl 1-benzyl-5-(phenylethynyl)-1,2,3,6-tetrahydropyridine-4-carboxylate | 1005161-96-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: ethyl 1-benzyl-5-(phenylethynyl)-1,2,3,6-tetrahydropyridine-4-carboxylate
• CAS: 1005161-96-5
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: AQNHLAQUYZABIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-benzyl-5-(phenylethynyl)-1,2,3,6-tetrahydropyridine-4-carboxylate 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 反应 0.33h， 以89%的产率得到6-benzyl-3-phenyl-5,6,7,8-tetrahydro-1H-pyrano[4,3-c]pyridin-1-one
  参考文献：
  名称：

  6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Brønsted acid

  摘要：

  We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Bronsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)(2), AUCl(3), or (CF3CO2)Ag. A variety of heteroc yclic lactones are readily prepared in excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.020
• 作为产物：
  描述：

  苯乙炔 、 ethyl 1-benzyl-5-[(trifluoromethane)sulfonyloxy]-1,2,3,6-tetrahydropyridine-4-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到ethyl 1-benzyl-5-(phenylethynyl)-1,2,3,6-tetrahydropyridine-4-carboxylate
  参考文献：
  名称：

  6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Brønsted acid

  摘要：

  We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Bronsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)(2), AUCl(3), or (CF3CO2)Ag. A variety of heteroc yclic lactones are readily prepared in excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.020