4-<(2,5-dihydro-1-methyl-pyrrol-3-yl)-methyl>-morpholine | 138376-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-<(2,5-dihydro-1-methyl-pyrrol-3-yl)-methyl>-morpholine
• 英文别名: 4-[(1-methyl-2,5-dihydropyrrol-3-yl)methyl]morpholine
• CAS: 138376-39-3
• 化学式: C₁₀H₁₈N₂O
• 分子量: 182.266
• InChiKey: PMLQNGODPKLJIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  15.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-(3,5-dichloro-1,2,3,6-tetrahydro-1-methyl-4-pyridyl)-morpholine 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 20.0h， 以71%的产率得到4-<(2,5-dihydro-1-methyl-pyrrol-3-yl)-methyl>-morpholine
  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