4-(4-chloro-3-(trifluoromethyl)phenyl)-1-(phenylsulfonyl)-6-propyl-1,2,3,6-tetrahydropyridine | 1268245-82-4

• 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: 4-(4-chloro-3-(trifluoromethyl)phenyl)-1-(phenylsulfonyl)-6-propyl-1,2,3,6-tetrahydropyridine
• CAS: 1268245-82-4
• 化学式: C₂₁H₂₁ClF₃NO₂S
• 分子量: 443.917
• InChiKey: VNZYOJCFMUJBJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  6-allyl-4-(4-chloro-3-(trifluoromethyl)phenyl)-1-(phenylsulfonyl)-1,2,3,6-tetrahydropyridine 在 10% palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 以78%的产率得到4-(4-chloro-3-(trifluoromethyl)phenyl)-1-(phenylsulfonyl)-6-propyl-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  Synthesis of 1,2,4-trisubstituted-1,2,5,6-tetrahydropyridines

  摘要：

  A novel method for the synthesis of 1,2,4-trisubstituted- or 1,2,3,4-tetrasubstituted-1,2,5,6-tetrahydropyridine is presented. The process was carried out by the bromomethoxylation of 4-substituted-1,2,5,6-tetrahydropyridines 1 with N-bromosuccinimide (NBS) in methanol, dehydrobromination with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and boron trifluoride etherate (BF(3)-OEt(2))-catalyzed cross coupling of the corresponding enamine with trimethylsilyl-based nucleophiles. Homokainoid analogs were also synthesized via the protocol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.131