(1S,2R,6S,7R)-4-[2,4,6-tri(propan-2-yl)phenyl]sulfonyl-4-azatricyclo[5.2.1.02,6]dec-8-ene | 753486-61-2

• 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: (1S,2R,6S,7R)-4-[2,4,6-tri(propan-2-yl)phenyl]sulfonyl-4-azatricyclo[5.2.1.02,6]dec-8-ene
• CAS: 753486-61-2
• 化学式: C₂₄H₃₅NO₂S
• 分子量: 401.613
• InChiKey: UPDRUSLBSAMXRH-SGNKAXLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,6S,7R)-4-[2,4,6-tri(propan-2-yl)phenyl]sulfonyl-4-azatricyclo[5.2.1.02,6]dec-8-ene 在 苯酐 、 双氧水 、 尿素 作用下， 以 乙酸乙酯 为溶剂， 以74%的产率得到
  参考文献：
  名称：

  Synthesis and Some Reactions of New N-[Aryl(Benzyl, Cyclohexyl, Propyl)sulfonyl]-4-azatricyclo[5.2.1.02,6]dec-8-enes

  摘要：

  A synthesis was accomplished of 4-azatricyclo[5.2. 1.0(2.6)]dec-8-ene by aminolysis of bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboxylic acid anhydride followed by transformation of amidoacid into imide that was subsequently reduced by lithium aluminum hydride. The reaction of the key tricyclic amine with sulfonyl chlorides afforded N-[aryl(benzyl, cyclohexyl, propyl)sulfonyl]-4-azatricyclo[5.2. 1.0(2.6)]dec-8-enes. The sulfonamides were subjected to epoxidation with perphthalic acid. By reaction of sulfonamides with p-nitrophenyl azide triazolines were obtained. The structure of compounds synthesized was confirmed by IR, H-1 and C-13 NMR spectra.

  DOI：

  10.1023/b:rujo.0000013138.30581.5a
• 作为产物：
  描述：

  2,4,6-三异丙基苯磺酰氯 、 4-azatricyclo[5.2.1.0^2,6]dec-8-ene 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 以74%的产率得到(1S,2R,6S,7R)-4-[2,4,6-tri(propan-2-yl)phenyl]sulfonyl-4-azatricyclo[5.2.1.02,6]dec-8-ene
  参考文献：
  名称：

  Synthesis and Some Reactions of New N-[Aryl(Benzyl, Cyclohexyl, Propyl)sulfonyl]-4-azatricyclo[5.2.1.02,6]dec-8-enes

  摘要：

  A synthesis was accomplished of 4-azatricyclo[5.2. 1.0(2.6)]dec-8-ene by aminolysis of bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboxylic acid anhydride followed by transformation of amidoacid into imide that was subsequently reduced by lithium aluminum hydride. The reaction of the key tricyclic amine with sulfonyl chlorides afforded N-[aryl(benzyl, cyclohexyl, propyl)sulfonyl]-4-azatricyclo[5.2. 1.0(2.6)]dec-8-enes. The sulfonamides were subjected to epoxidation with perphthalic acid. By reaction of sulfonamides with p-nitrophenyl azide triazolines were obtained. The structure of compounds synthesized was confirmed by IR, H-1 and C-13 NMR spectra.

  DOI：

  10.1023/b:rujo.0000013138.30581.5a

文献信息

• Synthesis and Some Reactions of New N-[Aryl(Benzyl, Cyclohexyl, Propyl)sulfonyl]-4-azatricyclo[5.2.1.02,6]dec-8-enes
  作者：L. I. Kas'yan、I. N. Tarabara、A. O. Kas'yan

  DOI：10.1023/b:rujo.0000013138.30581.5a

  日期：2003.11

  A synthesis was accomplished of 4-azatricyclo[5.2. 1.0(2.6)]dec-8-ene by aminolysis of bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboxylic acid anhydride followed by transformation of amidoacid into imide that was subsequently reduced by lithium aluminum hydride. The reaction of the key tricyclic amine with sulfonyl chlorides afforded N-[aryl(benzyl, cyclohexyl, propyl)sulfonyl]-4-azatricyclo[5.2. 1.0(2.6)]dec-8-enes. The sulfonamides were subjected to epoxidation with perphthalic acid. By reaction of sulfonamides with p-nitrophenyl azide triazolines were obtained. The structure of compounds synthesized was confirmed by IR, H-1 and C-13 NMR spectra.