苄基(2-(吡咯烷-1-基)乙基)氨基甲酸酯 | 100875-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苄基(2-(吡咯烷-1-基)乙基)氨基甲酸酯
• 英文名称: benzyl (2-(pyrrolidin-1-yl)ethyl)carbamate
• 英文别名: N-<2-Pyrrolidino-aethyl>-carbaminsaeure-benzylester；benzyl N-(2-pyrrolidin-1-ylethyl)carbamate
• CAS: 100875-81-8
• 化学式: C₁₄H₂₀N₂O₂
• mdl: MFCD30277222
• 分子量: 248.325
• InChiKey: BEEBBBAXVLJJMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苄基(2-(吡咯烷-1-基)乙基)氨基甲酸酯 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 1-(2-氨乙基)吡咯烷
  参考文献：
  名称：

  The development of new amine–amide ligands for application in Cu(II)-catalyzed enantioselective Henry reactions

  摘要：

  A new type of chiral tertiary amine ligand was designed and derived from L-proline and (R)-BINOL. These new chiral ligands chelated with Cu(II) showed highly catalytic efficiency in enantioselective Henry reactions. Excellent yields (up to 99%) and high enantioselectivities (up to 96% ee) were achieved for aromatic, hetero-aromatic and aliphatic aldehyde substrates, without an additional base additive or the need for air or moisture exclusion. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.05.005
• 作为产物：
  描述：

  四氢吡咯 、 N-Cbz-2-溴乙胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以68.3%的产率得到苄基(2-(吡咯烷-1-基)乙基)氨基甲酸酯
  参考文献：
  名称：

  The development of new amine–amide ligands for application in Cu(II)-catalyzed enantioselective Henry reactions

  摘要：

  A new type of chiral tertiary amine ligand was designed and derived from L-proline and (R)-BINOL. These new chiral ligands chelated with Cu(II) showed highly catalytic efficiency in enantioselective Henry reactions. Excellent yields (up to 99%) and high enantioselectivities (up to 96% ee) were achieved for aromatic, hetero-aromatic and aliphatic aldehyde substrates, without an additional base additive or the need for air or moisture exclusion. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.05.005