(6S)-1-[[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methylsulfonyl]-4-phenyl-3,6-dihydro-2H-pyridine-6-carbonitrile | 1268245-41-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (6S)-1-[[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methylsulfonyl]-4-phenyl-3,6-dihydro-2H-pyridine-6-carbonitrile
• CAS: 1268245-41-5
• 化学式: C₂₂H₂₆N₂O₃S
• 分子量: 398.526
• InChiKey: RKARZUGBMJUDGM-XQBPLPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S,4R)-7,7-dimethyl-1-(((4-phenyl-3,6-dihydropyridin-1(2H)-yl)sulfonyl)methyl)bicyclo[2.2.1]heptan-2-one 在 N-溴代丁二酰亚胺(NBS) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 (6S)-1-[[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methylsulfonyl]-4-phenyl-3,6-dihydro-2H-pyridine-6-carbonitrile
  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

文献信息

• Synthesis of 1,2,4-trisubstituted-1,2,5,6-tetrahydropyridines
  作者：Meng-Yang Chang、Ming-Fang Lee、Nien-Chia Lee、Yu-Ping Huang、Chung-Han Lin

  DOI：10.1016/j.tetlet.2010.11.131

  日期：2011.2

  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.