8(S)-tert-Butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine | 143139-12-2

• 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: 8(S)-tert-Butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine
• CAS: 143139-12-2
• 化学式: C₁₅H₂₄N₂O₅
• 分子量: 312.366
• InChiKey: UEZHRDAJGOHPKD-YVNMAJEFSA-N

物化性质

• 沸点：
  460.5±44.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.06
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  8(S)-tert-Butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以90%的产率得到8(S)-tert-Butyloxycarbonylamino-3-oxoindolizidine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of 2-substituted 8-amino-3-oxoindolizidine-2-carboxylic acid derivatives as peptide conformation mimetics

  摘要：

  The synthesis of methyl 8-tert-butyloxycarbonylamino-3-oxoindolizidine-2-carboxylate and its alkyl derivatives bearing Phe, Trp and Asp side chains at C2 position are described. These bridged bicyclic lactams, obtained with high and moderate stereocontrol at C-8a and C2, respectively, have appropriate N- and C-protecting groups making them suitable for incorporation as spacers into higher peptides.

  DOI：

  10.1016/s0040-4020(01)90127-9
• 作为产物：
  描述：

  Methyl 8-benzyloxycarbonylamino-5(S)-tert-butyloxycarbonylamino-2-methoxycarbonyl-4-oxooctanoate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以95%的产率得到8(S)-tert-Butyloxycarbonylamino-2-methoxycarbonyl-3-oxoindolizidine
  参考文献：
  名称：

  Synthesis of 2-substituted 8-amino-3-oxoindolizidine-2-carboxylic acid derivatives as peptide conformation mimetics

  摘要：

  The synthesis of methyl 8-tert-butyloxycarbonylamino-3-oxoindolizidine-2-carboxylate and its alkyl derivatives bearing Phe, Trp and Asp side chains at C2 position are described. These bridged bicyclic lactams, obtained with high and moderate stereocontrol at C-8a and C2, respectively, have appropriate N- and C-protecting groups making them suitable for incorporation as spacers into higher peptides.

  DOI：

  10.1016/s0040-4020(01)90127-9