N-methylbispidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-methylbispidine
• 英文别名: (1S,5R)-3-methyl-3,7-diazabicyclo[3.3.1]nonane
• 化学式: C₈H₁₆N₂
• 分子量: 140.228
• InChiKey: CSRBWSGDNSONNP-OCAPTIKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 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：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methylbispidine 在 三氟化硼乙醚 、 甲基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 (1S,2S,5S)-2-Allyl-7-methyl-3,7-diaza-bicyclo[3.3.1]nonane
  参考文献：
  名称：

  Bispidine-derived N-acyliminium ions in synthesis: stereocontrolled construction of the BCD rings of sparteine

  摘要：

  Reaction of Grignard reagents with bispidine-derived N-acyliminium ions (generated in situ from an alpha-methoxy bispidine amide) has been studied as a new route to sparteine analogues. The addition reactions proceed with complete diastereoselectivity to generate products with the same relative stereochemistry as in the BCD rings of sparteine. The first stereocontrolled synthesis of a tricyclic diamine structurally equivalent to the BCD rings of sparteine, is described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00999-0
• 作为产物：
  描述：

  N-benzyl-N-methylbispidine 生成 N-methylbispidine
  参考文献：
  名称：

  Bispidine-derived N-acyliminium ions in synthesis: stereocontrolled construction of the BCD rings of sparteine

  摘要：

  Reaction of Grignard reagents with bispidine-derived N-acyliminium ions (generated in situ from an alpha-methoxy bispidine amide) has been studied as a new route to sparteine analogues. The addition reactions proceed with complete diastereoselectivity to generate products with the same relative stereochemistry as in the BCD rings of sparteine. The first stereocontrolled synthesis of a tricyclic diamine structurally equivalent to the BCD rings of sparteine, is described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)00999-0