(2S,3S)-1-piperidyl-2-(N,N-dimethylamino)-3-methylpentane | 135359-05-6

• 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: (2S,3S)-1-piperidyl-2-(N,N-dimethylamino)-3-methylpentane
• CAS: 135359-05-6
• 化学式: C₁₃H₂₈N₂
• 分子量: 212.379
• InChiKey: SXXBCPTWVPHOTF-QWHCGFSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-苄氧羰基-L-异亮氨酸 在 N-甲基吗啉 、 lithium aluminium tetrahydride 、 氯甲酸乙酯 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 107.25h， 生成 (2S,3S)-1-piperidyl-2-(N,N-dimethylamino)-3-methylpentane
  参考文献：
  名称：

  Chiral ligands containing heteroatoms.7. An investigation on the stereochemistry of the ketone reductions by chiral diamines/tin hydride systems.

  摘要：

  Reducing agents prepared from SnCl2, chiral diamines and diisobutyl aluminum hydride have been applied to the enantioselective reduction of alkyl phenyl and alpha-alkynyl ketones. The extent of the ee observed was dependent on the hydrolysis temperature and the structure of the chiral diamine. Hypotheses on possible mechanistic pathways on the basis of stereochemical data and H-1 NMR studies were discussed too.

  DOI：

  10.1016/s0957-4166(00)80050-6

文献信息

• Chiral ligands containing heteroatoms.7. An investigation on the stereochemistry of the ketone reductions by chiral diamines/tin hydride systems.
  作者：Massimo Falorni、Giampaolo Giacomelli、Mauro Marchetti、Nicola Culeddu、Luciano Lardicci

  DOI：10.1016/s0957-4166(00)80050-6

  日期：1991.1

  Reducing agents prepared from SnCl2, chiral diamines and diisobutyl aluminum hydride have been applied to the enantioselective reduction of alkyl phenyl and alpha-alkynyl ketones. The extent of the ee observed was dependent on the hydrolysis temperature and the structure of the chiral diamine. Hypotheses on possible mechanistic pathways on the basis of stereochemical data and H-1 NMR studies were discussed too.