7-Methyl-1-azabicyclo<4.3.0>nonane | 85381-00-6

• 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: 7-Methyl-1-azabicyclo<4.3.0>nonane
• 英文别名: trans-1-methylindolizidine；(1S,8aR)-1-methyl-1,2,3,5,6,7,8,8a-octahydroindolizine
• CAS: 85381-00-6；85381-01-7；90948-99-5；145388-43-8；145388-49-4
• 化学式: C₉H₁₇N
• 分子量: 139.241
• InChiKey: URKQDKOCRHJMIE-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-Boc-哌啶 在 四甲基乙二胺 、 萘-1,4-二腈 、 仲丁基锂 、 potassium carbonate 、 三氟乙酸 作用下， 以 异丙醇 为溶剂， 反应 8.5h， 生成 7-Methyl-1-azabicyclo<4.3.0>nonane
  参考文献：
  名称：

  Stereoselectivity in the cyclisation of photoinduced electron transfer (PET) generated cyclic (α -amino radicals: First general stereoselective entry to 1-azabicyclo (m:n:o) alkane systems

  摘要：

  Stereoselectivity in the intramolecular cyclisation of PET-generated cyclic alpha-amino radicals and its application to the synthesis of 1-azabicyclo (m:n:o) alkane systems is reported.

  DOI：

  10.1016/s0040-4039(00)79035-6

文献信息

• Miyano, Seiji; Fujii, Shinichiro; Yamashita, Osamu, Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 1465 - 1468
  作者：Miyano, Seiji、Fujii, Shinichiro、Yamashita, Osamu、Toraishi, Naoko、Sumoto, Kunihiro

  DOI：——

  日期：——
• Stereoselectivity in the photoinduced electron transfer (PET) promoted intramolecular cyclisations of 1-alkenyl-2-silyl-piperidines and -pyrrolidines: rapid construction of 1-azabicyclo[m.n.0]alkanes and stereoselective synthesis of (±)-isoretronecanol and (±)-epilupinine
  作者：Ganesh Pandey、Gottimukkula Devi Reddy、Debasish Chakrabarti

  DOI：10.1039/p19960000219

  日期：——

  PET promoted cyclisations of 1-alkenyl-2-silyl-pyrrolidines and -piperidines 9a-d to 1-aza-bicyclo[m.n.0]alkanes have been found to be stereoselective. The five-membered ring formation gives predominantly cis products while six-membered rings are trans. Application of such cyclisations to the synthesis of (+/-)-isoretronecanol 22a, (+/-)-epilupinine 29 and related alkaloids has been demonstrated.
• Stereoselectivity in the cyclisation of photoinduced electron transfer (PET) generated cyclic (α -amino radicals: First general stereoselective entry to 1-azabicyclo (m:n:o) alkane systems
  作者：Ganesh Pandey、G.Devi Reddy

  DOI：10.1016/s0040-4039(00)79035-6

  日期：1992.10

  Stereoselectivity in the intramolecular cyclisation of PET-generated cyclic alpha-amino radicals and its application to the synthesis of 1-azabicyclo (m:n:o) alkane systems is reported.