(S)-3-Benzyloxycarbonylamino-3-fluorocarbonyl-propionic acid benzyl ester

• 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)-3-Benzyloxycarbonylamino-3-fluorocarbonyl-propionic acid benzyl ester
• 英文别名: benzyl (3S)-4-fluoro-4-oxo-3-(phenylmethoxycarbonylamino)butanoate
• 化学式: C₁₉H₁₈FNO₅
• 分子量: 359.354
• InChiKey: MJTBDLZODSPVJK-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-3-Benzyloxycarbonylamino-3-fluorocarbonyl-propionic acid benzyl ester 在 N-乙基吗啉 、 二甲基硫 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 (S)-2-Benzyloxycarbonylmethyl-4-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Derivatized oxopiperazine rings from amino acids

  摘要：

  Two routes for the synthesis of derivatized oxopiperazines, which may act as constrained peptide mimics, are reported. The syntheses employ reductive amination and sulfonamide approaches for generating N-allylic amino acid ester derivatives and utilizing them for assembling the ring systems. An aspartame analog was prepared using this methodology. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00726-0

文献信息

• Derivatized oxopiperazine rings from amino acids
  作者：Ulhas Bhatt、Nazim Mohamed、George Just、Edward Roberts

  DOI：10.1016/s0040-4039(97)00726-0

  日期：1997.5

  Two routes for the synthesis of derivatized oxopiperazines, which may act as constrained peptide mimics, are reported. The syntheses employ reductive amination and sulfonamide approaches for generating N-allylic amino acid ester derivatives and utilizing them for assembling the ring systems. An aspartame analog was prepared using this methodology. (C) 1997 Elsevier Science Ltd.