(S)-N,N-ethylisopropyl-N^α-(benzyloxycarbonyl)prolinamide | 154780-20-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-N,N-ethylisopropyl-N^α-(benzyloxycarbonyl)prolinamide
• 英文别名: benzyl (2S)-2-[ethyl(propan-2-yl)carbamoyl]pyrrolidine-1-carboxylate
• CAS: 154780-20-8
• 化学式: C₁₈H₂₆N₂O₃
• 分子量: 318.416
• InChiKey: ONHNVSLVTMJPQE-INIZCTEOSA-N

物化性质

• 沸点：
  462.6±44.0 °C(predicted)
• 密度：
  1.125±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-N,N-ethylisopropyl-N^α-(benzyloxycarbonyl)prolinamide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (2S)-N-ethyl-N-propan-2-ylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  Homochiral Lithium Amides: Enantioselective Deprotonation of Cyclohexene Oxide

  摘要：

  Reaction of cyclohexene oxide with chiral lithium amides has been studied and (S)-2-cyclohexen-l-ol was prepared in 20-82% ee. The optical purity was determined by proton NMR measurement of a-methoxy-a(trifluoromethyl)phenylacetic acid (MTPA) derivative of the corresponding alcohol.

  DOI：

  10.1080/00397919408011196
• 作为产物：
  描述：

  N-乙基异丙基胺 、 N-苄氧羰基-L-脯氨酸 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 生成 (S)-N,N-ethylisopropyl-N^α-(benzyloxycarbonyl)prolinamide
  参考文献：
  名称：

  Homochiral Lithium Amides: Enantioselective Deprotonation of Cyclohexene Oxide

  摘要：

  Reaction of cyclohexene oxide with chiral lithium amides has been studied and (S)-2-cyclohexen-l-ol was prepared in 20-82% ee. The optical purity was determined by proton NMR measurement of a-methoxy-a(trifluoromethyl)phenylacetic acid (MTPA) derivative of the corresponding alcohol.

  DOI：

  10.1080/00397919408011196

文献信息

• Homochiral Lithium Amides: Enantioselective Deprotonation of Cyclohexene Oxide
  作者：Bhuniya、Singh

  DOI：10.1080/00397919408011196

  日期：1994.2

  Reaction of cyclohexene oxide with chiral lithium amides has been studied and (S)-2-cyclohexen-l-ol was prepared in 20-82% ee. The optical purity was determined by proton NMR measurement of a-methoxy-a(trifluoromethyl)phenylacetic acid (MTPA) derivative of the corresponding alcohol.