trans,trans-ethyl 4-hydroxy-2,6-di(2-methoxyphenyl)-5-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate

• 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: trans,trans-ethyl 4-hydroxy-2,6-di(2-methoxyphenyl)-5-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: ethyl (2S,3S,6S)-4-hydroxy-2,6-bis(2-methoxyphenyl)-3-(4-methylphenyl)sulfonyl-1,2,3,6-tetrahydropyridine-5-carboxylate
• 化学式: C₂₉H₃₁NO₇S
• 分子量: 537.634
• InChiKey: QEJASMCOOWCYOT-NSVAZKTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethyl 3-oxo-4-tosylbutanoate 、 邻甲氧基苯甲醛 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 72.08h， 以85%的产率得到trans,trans-ethyl 4-hydroxy-2,6-di(2-methoxyphenyl)-5-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Facile domino reactions in the statistically controlled product- and stereoselective synthesis of densely functionalized cis-1,4-cyclohexa-1,4-dienes and trans,trans-trisubstituted-1,2,5,6-tetrahydropyridines

  摘要：

  The domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates with aromatic aldehydes in a 2:1 molar ratio in the presence of a catalytic amount of ammonium acetate furnished densely functionalized cyclohexa-1,4-dienes stereoselectively, while the domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates, aromatic aldehydes, and ammonium acetate in a 1:2:2 molar ratio afforded highly functionalized 1,2,5,6-tetrahydropyridines stereoselectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.071

文献信息

• Facile domino reactions in the statistically controlled product- and stereoselective synthesis of densely functionalized cis-1,4-cyclohexa-1,4-dienes and trans,trans-trisubstituted-1,2,5,6-tetrahydropyridines
  作者：Palani Sokkan Harikrishnan、Stephen Michael Rajesh、Subbu Perumal

  DOI：10.1016/j.tetlet.2012.05.071

  日期：2012.7

  The domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates with aromatic aldehydes in a 2:1 molar ratio in the presence of a catalytic amount of ammonium acetate furnished densely functionalized cyclohexa-1,4-dienes stereoselectively, while the domino reactions of ethyl 3-oxo-4-(arylsulfonyl)butanoates, aromatic aldehydes, and ammonium acetate in a 1:2:2 molar ratio afforded highly functionalized 1,2,5,6-tetrahydropyridines stereoselectively. (C) 2012 Elsevier Ltd. All rights reserved.