5-methylhexahydroindolizin-3-one | 1019779-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: 5-methylhexahydroindolizin-3-one
• 英文别名: (5R,8aR)-5-methyl-2,5,6,7,8,8a-hexahydro-1H-indolizin-3-one
• CAS: 1019779-33-9
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: FQZBKNYHYBCEIE-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  正丁基锂 、 5-methylhexahydroindolizin-3-one 以 正己烷 为溶剂， 反应 1.5h， 生成 1-[(2R,6R)-6-methylpiperidin-2-yl]heptan-3-one
  参考文献：
  名称：

  Development of a [3+3] approach to tetrahydropyridines and its application in indolizidine alkaloid synthesis

  摘要：

  A stepwise [3+3] annelation sequence is described that generates tetrahydropyridines from the corresponding aziridines. The scope of this process is described and its potential for the stereoselective synthesis of indolizidines is highlighted by the synthesis of (-)-monomorine. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.071
• 作为产物：
  描述：

  3-[(2R,6R)-6-甲基-1-(甲苯-4-磺酰基)哌啶-2-基]丙酸甲酯 在 magnesium 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以69%的产率得到5-methylhexahydroindolizin-3-one
  参考文献：
  名称：

  Development of a [3+3] approach to tetrahydropyridines and its application in indolizidine alkaloid synthesis

  摘要：

  A stepwise [3+3] annelation sequence is described that generates tetrahydropyridines from the corresponding aziridines. The scope of this process is described and its potential for the stereoselective synthesis of indolizidines is highlighted by the synthesis of (-)-monomorine. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.071

文献信息

• Development of a [3+3] approach to tetrahydropyridines and its application in indolizidine alkaloid synthesis
  作者：Lisa C. Pattenden、Harry Adams、Stephen A. Smith、Joseph P.A. Harrity

  DOI：10.1016/j.tet.2008.01.071

  日期：2008.3

  A stepwise [3+3] annelation sequence is described that generates tetrahydropyridines from the corresponding aziridines. The scope of this process is described and its potential for the stereoselective synthesis of indolizidines is highlighted by the synthesis of (-)-monomorine. (C) 2008 Elsevier Ltd. All rights reserved.