(3S)-3-[tert-butyl(dimethyl)silyl]oxy-3-(2,3,4,5,6-pentafluorophenyl)propan-1-amine | 189078-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S)-3-[tert-butyl(dimethyl)silyl]oxy-3-(2,3,4,5,6-pentafluorophenyl)propan-1-amine
• CAS: 189078-58-8
• 化学式: C₁₅H₂₂F₅NOSi
• 分子量: 355.423
• InChiKey: CDTUDGASVNIWJX-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3S)-3-[tert-butyl(dimethyl)silyl]oxy-3-(2,3,4,5,6-pentafluorophenyl)propan-1-amine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以48%的产率得到(1S)-3-amino-1-(pentafluorophenyl)propan-1-ol
  参考文献：
  名称：

  Lipase-catalyzed efficient kinetic resolution of 3-hydroxy-3-(pentafluorophenyl)propionitrile

  摘要：

  Efficient kinetic resolution of racemic 3-hydroxy-3-(pentafluorophenyl)-propionitrile (+/-)-1 by a Lipase-catalyzed transesterification gave optically pure (S)3-hydroxy-3-(pentafluorophenyl)propionitrile (S)-1 and (R)-(+)-3-acetoxy-3-(penta-fluorophenyl)propionitrile (R)-1 [>99% ee, respectively, E = 1057], the former of which was further transformed into (S)-(-)-3-amino-1-(pentafluorophenyl)-1-propanol (S)-7 in four steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00255-4
• 作为产物：
  描述：

  3-hydroxy-3-(pentafluorophenyl)-propionitrile 在 咪唑 、 sodium tetrahydroborate 、 二异丁基氢化铝 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3S)-3-[tert-butyl(dimethyl)silyl]oxy-3-(2,3,4,5,6-pentafluorophenyl)propan-1-amine
  参考文献：
  名称：

  Lipase-catalyzed efficient kinetic resolution of 3-hydroxy-3-(pentafluorophenyl)propionitrile

  摘要：

  Efficient kinetic resolution of racemic 3-hydroxy-3-(pentafluorophenyl)-propionitrile (+/-)-1 by a Lipase-catalyzed transesterification gave optically pure (S)3-hydroxy-3-(pentafluorophenyl)propionitrile (S)-1 and (R)-(+)-3-acetoxy-3-(penta-fluorophenyl)propionitrile (R)-1 [>99% ee, respectively, E = 1057], the former of which was further transformed into (S)-(-)-3-amino-1-(pentafluorophenyl)-1-propanol (S)-7 in four steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00255-4

文献信息

• Lipase-catalyzed efficient kinetic resolution of 3-hydroxy-3-(pentafluorophenyl)propionitrile
  作者：Takashi Sakai、Tatsuo Takayama、Takafumi Ohkawa、Osamu Yoshio、Tadashi Ema、Masanori Utaka

  DOI：10.1016/s0040-4039(97)00255-4

  日期：1997.3

  Efficient kinetic resolution of racemic 3-hydroxy-3-(pentafluorophenyl)-propionitrile (+/-)-1 by a Lipase-catalyzed transesterification gave optically pure (S)3-hydroxy-3-(pentafluorophenyl)propionitrile (S)-1 and (R)-(+)-3-acetoxy-3-(penta-fluorophenyl)propionitrile (R)-1 [>99% ee, respectively, E = 1057], the former of which was further transformed into (S)-(-)-3-amino-1-(pentafluorophenyl)-1-propanol (S)-7 in four steps. (C) 1997 Elsevier Science Ltd.