1,6,7,8,9,9a-hexahydro-2-methyl-(4H)-quinolizin-4-one | 60807-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹嗪类
• 英文名称: 1,6,7,8,9,9a-hexahydro-2-methyl-(4H)-quinolizin-4-one
• 英文别名: 2-methyl-1,6,7,8,9,9a-hexahydro-4-quinolizinone；2-methyl-1,6,7,8,9,9a-hexahydro-quinolizin-4-one；2-Methyl-1,6,7,8,9,9a-hexahydroquinolizin-4-one
• CAS: 60807-19-4
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: SKKXSIVKMBDJNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-(4-cholorobutyl)-1-tosyl-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone 在 copper(l) iodide 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 7.08h， 生成 1,6,7,8,9,9a-hexahydro-2-methyl-(4H)-quinolizin-4-one
  参考文献：
  名称：

  Synthetic Applications of Sulfur-Substituted Indolizidines and Quinolizidines

  摘要：

  Starting from the sulfur-substituted indolizidines and quinolizidines, a few useful synthetic transformations have been developed and the synthesis of some natural products including indolizidine 209D, epimyrtine, lasubine II, 8a-epi-dendroprimine, and 5-epi-cermizine C has been accomplished.

  DOI：

  10.1021/jo102092b

文献信息

• Total Synthesis of (−)-Senepodine G and (−)-Cermizine C
  作者：Barry B. Snider、James F. Grabowski

  DOI：10.1021/jo062067w

  日期：2007.2.1

  An efficient, stereospecific synthesis of the alkaloids senepodine G (2 and cermizine C (1) has been completed using the BF3 center dot Et2O-promoted stereospecific addition of Me2CuLi to alpha,beta-unsaturated lactam 6 to provide lactam 3 the addition of MeMgBr followed by HCl to convert 3 to senepodine G (2) (six steps, 40% overall yield), and the stereospecific NaBH4 reduction of 2 to give cermizine C (1) (seven steps, 40% overall yield).
• Synthetic Applications of Sulfur-Substituted Indolizidines and Quinolizidines
  作者：Shang-Shing P. Chou、Yi-Ching Chung、Po-An Chen、Shan-Lun Chiang、Chien-Jung Wu

  DOI：10.1021/jo102092b

  日期：2011.1.21

  Starting from the sulfur-substituted indolizidines and quinolizidines, a few useful synthetic transformations have been developed and the synthesis of some natural products including indolizidine 209D, epimyrtine, lasubine II, 8a-epi-dendroprimine, and 5-epi-cermizine C has been accomplished.