1-methyl-4-(1α,5α,6β-3-methyl-3-azabicyclo<3.1.0>hex-6-yl)-piperazine | 138376-37-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-methyl-4-(1α,5α,6β-3-methyl-3-azabicyclo<3.1.0>hex-6-yl)-piperazine
• CAS: 138376-37-1
• 化学式: C₁₁H₂₁N₃
• 分子量: 195.308
• InChiKey: SFRSZYCVRCHKQM-JGPRNRPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.21
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.72
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-(3-Chloro-1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-4-methyl-piperazine 在 盐酸 、 sodium tetrahydroborate 作用下， 生成 1-methyl-4-(1α,5α,6β-3-methyl-3-azabicyclo<3.1.0>hex-6-yl)-piperazine
  参考文献：
  名称：

  Functionalized chloroenamines in aminocyclopropane synthesis - viii. Amino-azabicyclo[3.1.0]hexane diastereomers from chloroenamines and - borohydride

  摘要：

  Bicyclic endo-amines 6a,b could be prepared in a stereospecific way from the reaction of chloroenamines 1a,b and sodium borohydride and by deboranation of the primarily formed borane adducts 8. An X-ray structure analysis is given for 8a. In contrast to 1a,b, chloroenamine 1c and sodium borohydride preferentially produced an exo-amine 7c besides the endo-amine 6c (3:1). Subsequent LiAlH4-reduction of 7c allowed the synthesis of 7a - the diastereoisomer of 6a. Interaction of sodium borohydride with dichloroenamine 2a provided diamine 12 instead of an expected bicyclic exo-amine 10.

  DOI：

  10.1016/s0040-4020(01)91008-7