1-[4-Methyl-5-[1-phenyl-meth-(Z)-ylidene]-1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-yl]-propan-1-one | 872254-64-3

• 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: 1-[4-Methyl-5-[1-phenyl-meth-(Z)-ylidene]-1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-yl]-propan-1-one
• 英文别名: 1-[(5Z)-5-benzylidene-4-methyl-1-(4-methylphenyl)sulfonyl-2,6-dihydropyridin-3-yl]propan-1-one
• CAS: 872254-64-3
• 化学式: C₂₃H₂₅NO₃S
• 分子量: 395.522
• InChiKey: BPGBSIALGNVLEQ-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-Methyl-5-[1-phenyl-meth-(Z)-ylidene]-1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-yl]-propan-1-one 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以53%的产率得到1-(5-Benzyl-4-methyl-pyridin-3-yl)-propan-1-one
  参考文献：
  名称：

  Regioselective construction of polysubstituted pyridine ring from Baylis–Hillman adducts via sequential introduction of tosylamide, Michael reaction, aldol condensation, and elimination of TsH

  摘要：

  Facile synthetic method of polysubstituted pyridine derivatives was developed starting from the Baylis-Hillman adducts. The reaction involved sequential introduction of tosylamide, Michael addition, aldol condensation, elimination of p-toluenesulfinic acid, and isomerization process. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.034
• 作为产物：
  描述：

  4-Methyl-N-{3-oxo-2-[1-phenyl-meth-(E)-ylidene]-butyl}-benzenesulfonamide 在 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 7.0h， 生成 1-[4-Methyl-5-[1-phenyl-meth-(Z)-ylidene]-1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-yl]-propan-1-one
  参考文献：
  名称：

  Regioselective construction of polysubstituted pyridine ring from Baylis–Hillman adducts via sequential introduction of tosylamide, Michael reaction, aldol condensation, and elimination of TsH

  摘要：

  Facile synthetic method of polysubstituted pyridine derivatives was developed starting from the Baylis-Hillman adducts. The reaction involved sequential introduction of tosylamide, Michael addition, aldol condensation, elimination of p-toluenesulfinic acid, and isomerization process. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.034

文献信息

• Regioselective construction of polysubstituted pyridine ring from Baylis–Hillman adducts via sequential introduction of tosylamide, Michael reaction, aldol condensation, and elimination of TsH
  作者：Da Yeon Park、Mi Jung Lee、Taek Hyeon Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2005.10.034

  日期：2005.12

  Facile synthetic method of polysubstituted pyridine derivatives was developed starting from the Baylis-Hillman adducts. The reaction involved sequential introduction of tosylamide, Michael addition, aldol condensation, elimination of p-toluenesulfinic acid, and isomerization process. (c) 2005 Elsevier Ltd. All rights reserved.