(S^*,R^*)-Methyl 3-methyl-2-<(1-phenyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)amino>butanoate | 137967-48-7

• 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^*,R^*)-Methyl 3-methyl-2-<(1-phenyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)amino>butanoate
• 英文别名: methyl (2S)-3-methyl-2-[[(1R)-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenylheptyl]amino]butanoate
• CAS: 137967-48-7
• 化学式: C₁₉H₁₈F₁₃NO₂
• 分子量: 539.337
• InChiKey: PWQTUWCIZYPIFJ-NWDGAFQWSA-N

物化性质

• 沸点：
  350.8±42.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  (S^*,R^*)-Methyl 3-methyl-2-<(1-phenyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)amino>butanoate 在 lithium aluminium tetrahydride 作用下， 生成 (S)-3-Methyl-2-((R)-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-phenyl-heptylamino)-butan-1-ol
  参考文献：
  名称：

  Boron trifluoride-assisted perfluoroalkylation of carbon-nitrogen double bonds

  摘要：

  In the presence of BF3.OEt2, (perfluoroalkyl)lithiums generated in situ from the reaction of primary perfluoroalkyl iodides and MeLi-LiBr reacted with imines, azines, and nitrones to afford perfluoroalkylated nitrogen-containing compounds in moderate to good yields. This method was successfully applied to the preparation of a (perfluoroalkyl)glycine and optically active perfluoroalkylated amines.

  DOI：

  10.1021/jo00031a032
• 作为产物：
  描述：

  全氟己基碘烷 、 methyl N-benzylidenevalinate 在 三氟化硼乙醚 、 甲基锂 、 lithium bromide 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 (S*,S*)-Methyl 3-methyl-2-<(1-phenyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)amino>butanoate 、 (S^*,R^*)-Methyl 3-methyl-2-<(1-phenyl-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)amino>butanoate
  参考文献：
  名称：

  Boron trifluoride-assisted perfluoroalkylation of carbon-nitrogen double bonds

  摘要：

  In the presence of BF3.OEt2, (perfluoroalkyl)lithiums generated in situ from the reaction of primary perfluoroalkyl iodides and MeLi-LiBr reacted with imines, azines, and nitrones to afford perfluoroalkylated nitrogen-containing compounds in moderate to good yields. This method was successfully applied to the preparation of a (perfluoroalkyl)glycine and optically active perfluoroalkylated amines.

  DOI：

  10.1021/jo00031a032

文献信息

• Boron trifluoride-assisted perfluoroalkylation of carbon-nitrogen double bonds
  作者：Hidemitsu Uno、Shinichiro Okada、Tetsushi Ono、Yasukazu Shiraishi、Hitomi Suzuki

  DOI：10.1021/jo00031a032

  日期：1992.2

  In the presence of BF3.OEt2, (perfluoroalkyl)lithiums generated in situ from the reaction of primary perfluoroalkyl iodides and MeLi-LiBr reacted with imines, azines, and nitrones to afford perfluoroalkylated nitrogen-containing compounds in moderate to good yields. This method was successfully applied to the preparation of a (perfluoroalkyl)glycine and optically active perfluoroalkylated amines.