3-(1-chloromethyl-2-phenyl-ethylamino)-4,4,4-trifluoro-butyric acid ethyl ester | 927681-82-1

• 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: 3-(1-chloromethyl-2-phenyl-ethylamino)-4,4,4-trifluoro-butyric acid ethyl ester
• CAS: 927681-82-1
• 化学式: C₁₅H₁₉ClF₃NO₂
• 分子量: 337.77
• InChiKey: YNYNFUQAYFJOPI-PZORYLMUSA-N

物化性质

• 沸点：
  373.6±42.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(1-chloromethyl-2-phenyl-ethylamino)-4,4,4-trifluoro-butyric acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 4,4,4-trifluoro-3-[[(2R)-1-phenyl-3-sulfanylpropan-2-yl]amino]butanoic acid
  参考文献：
  名称：

  Conjugated additions of amines and β-amino alcohols to trifluorocrotonic acid derivatives: synthesis of ψ[NHCH(CF3)]-retro-thiorphan

  摘要：

  The aza-Michael addition of amines and beta-amino-alcohols to trifluorocrotonic acid derivatives is described. The reactions occurred in good to excellent yields, but low stereocontrol. The title reaction has been used as a key step for the synthesis of trifluoroethylamine mimics of retro-thiorphan, which showed low inhibitory activity of NEP (constant inhibition at the molar level). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.124
• 作为产物：
  描述：

  D-苯丙氨醇 在 甲基磺酰氯 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 42.0h， 生成 3-(1-chloromethyl-2-phenyl-ethylamino)-4,4,4-trifluoro-butyric acid ethyl ester
  参考文献：
  名称：

  Conjugated additions of amines and β-amino alcohols to trifluorocrotonic acid derivatives: synthesis of ψ[NHCH(CF3)]-retro-thiorphan

  摘要：

  The aza-Michael addition of amines and beta-amino-alcohols to trifluorocrotonic acid derivatives is described. The reactions occurred in good to excellent yields, but low stereocontrol. The title reaction has been used as a key step for the synthesis of trifluoroethylamine mimics of retro-thiorphan, which showed low inhibitory activity of NEP (constant inhibition at the molar level). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.124