senepodine A | 357165-71-0

• 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: senepodine A
• 英文别名: (7S,8aS)-5-[[(4S,6S,8R,9aS)-6,8-dimethyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-4-yl]methyl]-1,7-dimethyl-3,4,6,7,8,8a-hexahydro-2H-quinoline
• CAS: 357165-71-0
• 化学式: C₂₃H₄₀N₂
• 分子量: 344.584
• InChiKey: ALCQTKOVSOCZKP-KOVPLRSCSA-N

物化性质

• 沸点：
  436.8±18.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  senepodine A 在 selenium(IV) oxide 、 乙酸酐 作用下， 以 水 为溶剂， 反应 120.0h， 以11%的产率得到(6S,7R,8aS)-5-((4S,6S,8R,9aS)-6,8-Dimethyl-octahydro-quinolizin-4-ylmethyl)-1,7-dimethyl-1,2,3,4,6,7,8,8a-octahydro-quinolin-6-ol
  参考文献：
  名称：

  Senepodines B–E, new C22N2 alkaloids from Lycopodium chinense

  摘要：

  Four new C22N2 Lycopodium alkaloids, senepodines B-E (2-5), consisting of an octahydroquinoline ring and a quinolizidine ring have been isolated together with senepodine A (1) from the club moss Lycopodium chinense. The relative and absolute stereochemistry of 2-5 were determined by combination of NOESY correlations and chemical transformation, while the absolute configuration of 1 was assigned by exciton chirality method. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00545-3
• 作为产物：
  描述：

  senepodine B 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 以0.1 mg的产率得到senepodine A
  参考文献：
  名称：

  Senepodines B–E, new C22N2 alkaloids from Lycopodium chinense

  摘要：

  Four new C22N2 Lycopodium alkaloids, senepodines B-E (2-5), consisting of an octahydroquinoline ring and a quinolizidine ring have been isolated together with senepodine A (1) from the club moss Lycopodium chinense. The relative and absolute stereochemistry of 2-5 were determined by combination of NOESY correlations and chemical transformation, while the absolute configuration of 1 was assigned by exciton chirality method. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00545-3