| 1395055-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1395055-80-7
• 化学式: C₂₀H₂₅NO₂
• 分子量: 311.424
• InChiKey: KQRUINSSWRFBMC-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 四甲基乙二胺 、 仲丁基锂 、 氘代甲醇-d 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.0h， 以90%的产率得到
  参考文献：
  名称：

  Diastereoselective synthesis of α,α,α′-trisubstituted pyrrolidines and piperidines by directed sequential lithiation/alkylation

  摘要：

  The stereocontrolled synthesis of alpha,alpha,alpha'-trisubstituted pyrrolidines and piperidines has been accomplished through alpha'-lithiation/trapping of the corresponding alpha,alpha-disubstituted Boc-protected azaheterocycle with various electrophiles. The relative configuration of the major diastereomer has the alpha'-substituent trans to the alpha-aryl group in the pyrrolidines but cis to the alpha-aryl group in the piperidines. The diastereoselectivity of the lithiation/alkylation of pyrrolidines is unaffected by TMEDA but decreases in the presence of (-)-sparteine in diethyl ether. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.031
• 作为产物：
  描述：

  1-Boc-四氢吡咯 在 四甲基乙二胺 、 C₁₃H₂₆N₂ 、 仲丁基锂 、 鹰爪豆碱 作用下， 以 乙醚 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  Synthetic Applications and Inversion Dynamics of Configurationally Stable 2-Lithio-2-arylpyrrolidines and -piperidines

  摘要：

  In diethyl ether, N-Boc-2-lithio-2-arylpiperidines have been found to be configurationally stable at -80 degrees C, whereas N-Boc-2-lithio-2-arylpyrrolidines are configurationally stable at -60 degrees C. Several tertiary benzylic carbanions derived from enantioenriched 2-aryl heterocycles have been successfully alkylated or acylated with little to no loss of enantiopurity. The scope of the reactions has been explored. The enantiomerization dynamics of N-Boc-2-lithio-2-phenylpyrrolidine and N-Boc-2-lithio-2-phenylpiperidine have been studied in the presence of different solvents and achiral ligands.

  DOI：

  10.1021/ja306276w