(S)-1-((S)-1-phenylethylamino)-3,3,3-trifluoro-2-propanol | 198019-16-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-1-((S)-1-phenylethylamino)-3,3,3-trifluoro-2-propanol
• 英文别名: (2S)-1,1,1-trifluoro-3-[[(1S)-1-phenylethyl]amino]propan-2-ol
• CAS: 198019-16-8
• 化学式: C₁₁H₁₄F₃NO
• 分子量: 233.233
• InChiKey: OERBUQKWFDTHOF-WPRPVWTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-1-((S)-1-phenylethylamino)-3,3,3-trifluoro-2-propanol 在 chlorotriphenylphosphonium chloride 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以24%的产率得到(R)-1-[(S)-1-phenylethyl]-2-trifluoromethylaziridine
  参考文献：
  名称：

  Intramolecular SN2 reaction at α-carbon of trifluoromethyl group: preparation of optically active 2-trifluoromethylaziridine

  摘要：

  We have succeeded in intramolecular nucleophilic substitution of the hydroxyl group in (S)-1-(alkylamino)-3,3,3-trifluoro-2-propanol. The reaction provides an optically pure (R)-1-benzyl-2-trifluoromethylaziridine in good yield from optically pure (S)-3-(benzylamino)-1,1,1-trifluoro-2-propanol, which was prepared from (S)-3,3,3-trifluoropropene oxide (75% ee). (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00320-0
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 (S)-(-)-3,3,3-三氟2,3-环氧丙烷 以 乙腈 为溶剂， 以67%的产率得到(S)-1-((S)-1-phenylethylamino)-3,3,3-trifluoro-2-propanol
  参考文献：
  名称：

  Intramolecular SN2 reaction at α-carbon of trifluoromethyl group: preparation of optically active 2-trifluoromethylaziridine

  摘要：

  We have succeeded in intramolecular nucleophilic substitution of the hydroxyl group in (S)-1-(alkylamino)-3,3,3-trifluoro-2-propanol. The reaction provides an optically pure (R)-1-benzyl-2-trifluoromethylaziridine in good yield from optically pure (S)-3-(benzylamino)-1,1,1-trifluoro-2-propanol, which was prepared from (S)-3,3,3-trifluoropropene oxide (75% ee). (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00320-0

文献信息

• Intramolecular SN2 reaction at α-carbon of trifluoromethyl group: preparation of optically active 2-trifluoromethylaziridine
  作者：Toshimasa Katagiri、Hideki Ihara、Mikihiro Takahashi、Setsuo Kashino、Keizo Furuhashi、Kenji Uneyama

  DOI：10.1016/s0957-4166(97)00320-0

  日期：1997.9

  We have succeeded in intramolecular nucleophilic substitution of the hydroxyl group in (S)-1-(alkylamino)-3,3,3-trifluoro-2-propanol. The reaction provides an optically pure (R)-1-benzyl-2-trifluoromethylaziridine in good yield from optically pure (S)-3-(benzylamino)-1,1,1-trifluoro-2-propanol, which was prepared from (S)-3,3,3-trifluoropropene oxide (75% ee). (C) 1997 Published by Elsevier Science Ltd.