5-Hexyl-6,7-dihydro-5H-indolizin-8-one | 864426-35-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Hexyl-6,7-dihydro-5H-indolizin-8-one
• CAS: 864426-35-7
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: WMRZOUCETLOUQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-Hexyl-6,7-dihydro-5H-indolizin-8-one 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 反应 10.0h， 以90%的产率得到(5R,8aR)-5-hexyloctahydroindolizine
  参考文献：
  名称：

  Annulation of pyrrole: application to the synthesis of indolizidine alkaloids

  摘要：

  The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a gamma-lactone and has been exploited in the synthesis of the natural products monomorine and (+/-)-indolizidine 209D. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.026
• 作为产物：
  描述：

  丙位癸内酯 在 三溴化硼 、 potassium hydride 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.17h， 生成 5-Hexyl-6,7-dihydro-5H-indolizin-8-one
  参考文献：
  名称：

  Annulation of pyrrole: application to the synthesis of indolizidine alkaloids

  摘要：

  The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a gamma-lactone and has been exploited in the synthesis of the natural products monomorine and (+/-)-indolizidine 209D. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.026

文献信息

• Annulation of pyrrole: application to the synthesis of indolizidine alkaloids
  作者：Ruth I.J. Amos、Brendon S. Gourlay、Peter P. Molesworth、Jason A. Smith、Owen R. Sprod

  DOI：10.1016/j.tet.2005.06.026

  日期：2005.8

  The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a gamma-lactone and has been exploited in the synthesis of the natural products monomorine and (+/-)-indolizidine 209D. (c) 2005 Elsevier Ltd. All rights reserved.