(2S,3S)-3-cyclohexyl-2-[(trifluoroacetyl)amino]pent-4-enoic acid | 635291-73-5

• 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: (2S,3S)-3-cyclohexyl-2-[(trifluoroacetyl)amino]pent-4-enoic acid
• 英文别名: (2S,3S)-3-cyclohexyl-2-[(2,2,2-trifluoroacetyl)amino]pent-4-enoic acid
• CAS: 635291-73-5
• 化学式: C₁₃H₁₈F₃NO₃
• 分子量: 293.286
• InChiKey: XUXCMJZFQUWJRR-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3S)-3-cyclohexyl-2-[(trifluoroacetyl)amino]pent-4-enoic acid 在 五氯化磷 作用下， 以 乙醚 为溶剂， 生成 (2S,3S)-3-Cyclohexyl-2-(2,2,2-trifluoro-acetylamino)-pent-4-enoyl chloride
  参考文献：
  名称：

  Constrained peptidomimetics: building bicyclic analogs of pyrazoline derivatives

  摘要：

  A synthetic route has been developed for incorporating pyrazoline derivatives as proline surrogates in constrained X-Pro peptidomimetics. The route allows for the synthesis of dipeptide building blocks having either a six or seven-membered-ring annulated onto the pyrazoline moiety, as well as for the asymmetric synthesis of analogs having substituents on N-terminal side of the building block. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.027
• 作为产物：
  描述：

  (2E)-3-cyclohexylprop-2-enyl [(trifluoroacetyl)amino] acetate 在 aluminum isopropoxide 、 lithium hexamethyldisilazane 、 奎尼丁 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以68%的产率得到(2S,3S)-3-cyclohexyl-2-[(trifluoroacetyl)amino]pent-4-enoic acid
  参考文献：
  名称：

  Constrained peptidomimetics: building bicyclic analogs of pyrazoline derivatives

  摘要：

  A synthetic route has been developed for incorporating pyrazoline derivatives as proline surrogates in constrained X-Pro peptidomimetics. The route allows for the synthesis of dipeptide building blocks having either a six or seven-membered-ring annulated onto the pyrazoline moiety, as well as for the asymmetric synthesis of analogs having substituents on N-terminal side of the building block. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.027