(3aR,4S,6aR)-2-Oxo-hexahydro-furo[2,3-c]pyrrole-4,5-dicarboxylic acid 4-benzyl ester 5-ethyl ester | 126891-24-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,6aR)-2-Oxo-hexahydro-furo[2,3-c]pyrrole-4,5-dicarboxylic acid 4-benzyl ester 5-ethyl ester
• CAS: 126891-24-5
• 化学式: C₁₇H₁₉NO₆
• 分子量: 333.341
• InChiKey: VRLSHCWBZOIHTI-YDHLFZDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3aR,4S,6aR)-2-Oxo-hexahydro-furo[2,3-c]pyrrole-4,5-dicarboxylic acid 4-benzyl ester 5-ethyl ester 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 barium dihydroxide 、 氢氧化钾 、 重铬酸吡啶 、 dimethyl sulfide borane 、 四丁基氟化铵 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3S,4S)-3-(羧甲基)-4-(2-甲氧基苯基)吡咯烷-2-羧酸
  参考文献：
  名称：

  Synthesis of new acromelic acid congeners: novel neuroexcitatory amino acids acting on glutamate receptor

  摘要：

  A general synthetic method of acromelic acid congeners was developed. Various C4-substituents of this family was introduced by the substitution reaction of the corresponding tosylate with diaryl copper lithium. Phenyl derivative 11 showed comparable excitatory activity with kainic acid, and o-anisyl derivative 12 had most potent activity in this family.

  DOI：

  10.1016/s0040-4039(00)78802-2
• 作为产物：
  描述：

  在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 生成 (3aR,4S,6aR)-2-Oxo-hexahydro-furo[2,3-c]pyrrole-4,5-dicarboxylic acid 4-benzyl ester 5-ethyl ester
  参考文献：
  名称：

  Synthesis of new acromelic acid congeners: novel neuroexcitatory amino acids acting on glutamate receptor

  摘要：

  A general synthetic method of acromelic acid congeners was developed. Various C4-substituents of this family was introduced by the substitution reaction of the corresponding tosylate with diaryl copper lithium. Phenyl derivative 11 showed comparable excitatory activity with kainic acid, and o-anisyl derivative 12 had most potent activity in this family.

  DOI：

  10.1016/s0040-4039(00)78802-2