1-Methoxy-3-(toluene-4-sulfonyl)-octahydro-quinolizin-4-one | 800382-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1-Methoxy-3-(toluene-4-sulfonyl)-octahydro-quinolizin-4-one
• 英文别名: 1-methoxy-3-(4-methylphenyl)sulfonyl-1,2,3,6,7,8,9,9a-octahydroquinolizin-4-one
• CAS: 800382-91-6
• 化学式: C₁₇H₂₃NO₄S
• 分子量: 337.44
• InChiKey: MJGBLSZENXMNFE-UHFFFAOYSA-N

物化性质

• 熔点：
  184.6 °C
• 沸点：
  543.9±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  63.68
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-Methoxy-3-(toluene-4-sulfonyl)-octahydro-quinolizin-4-one 在 sodium amalgam 、 三甲基氯硅烷 、 sodium phosphate 、 sodium iodide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 17.0h， 生成 1-hydroxyoctahydroquinolizin-4-one
  参考文献：
  名称：

  A versatile approach to 6-substituted-5-methoxy-δ-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G

  摘要：

  Of the various 6-substituted-5-methoxy-delta-lactams 6 were synthesized from alpha-sulfonyl acetamide 9 in 4 steps in good yield. The key glutarimides 7 were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in glutarimides 7. Synthesis of tribenzyl lactam 8 and the formal synthesis of (+/-)-homopumiliotoxin 223G were also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.001
• 作为产物：
  描述：

  1-methoxy-3-(toluene-4-sulfonyl)-1,2,3,6,9,9a-hexahydroquinolizin-4-one 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 1-Methoxy-3-(toluene-4-sulfonyl)-octahydro-quinolizin-4-one
  参考文献：
  名称：

  A versatile approach to 6-substituted-5-methoxy-δ-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G

  摘要：

  Of the various 6-substituted-5-methoxy-delta-lactams 6 were synthesized from alpha-sulfonyl acetamide 9 in 4 steps in good yield. The key glutarimides 7 were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in glutarimides 7. Synthesis of tribenzyl lactam 8 and the formal synthesis of (+/-)-homopumiliotoxin 223G were also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.001