(4-nitrophenyl)methyl (2S,4S)-2-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylcarbamoyl]-4-sulfanylpyrrolidine-1-carboxylate | 1206708-72-6

• 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: (4-nitrophenyl)methyl (2S,4S)-2-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylcarbamoyl]-4-sulfanylpyrrolidine-1-carboxylate
• CAS: 1206708-72-6
• 化学式: C₂₂H₂₉N₅O₆S₂
• 分子量: 523.634
• InChiKey: XUBZXWMUNSPWON-VMXHOPILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  、 (4-nitrophenyl)methyl (2S,4S)-2-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylcarbamoyl]-4-sulfanylpyrrolidine-1-carboxylate 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以71%的产率得到
  参考文献：
  名称：

  Synthesis of labeled meropenem for the analysis of M. tuberculosis transpeptidases

  摘要：

  A concise synthesis of C-14 labeled meropenem prepared from C-14 dimethylamine hydrochloride is described. Using a similar reaction sequence, the meropenem nucleus was also attached to biotin providing a probe for protein interaction studies. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.10.124
• 作为产物：
  描述：

  norbiotinamine trifluoroacetate 、 5-N-(4-nitrobenzyloxycarbonyl)-2-thia-5-azabicyclo[2.2.1]hept-3-one 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以80%的产率得到(4-nitrophenyl)methyl (2S,4S)-2-[4-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]butylcarbamoyl]-4-sulfanylpyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of labeled meropenem for the analysis of M. tuberculosis transpeptidases

  摘要：

  A concise synthesis of C-14 labeled meropenem prepared from C-14 dimethylamine hydrochloride is described. Using a similar reaction sequence, the meropenem nucleus was also attached to biotin providing a probe for protein interaction studies. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.10.124

文献信息

• Synthesis of labeled meropenem for the analysis of M. tuberculosis transpeptidases
  作者：David B. Kastrinsky、Clifton E. Barry

  DOI：10.1016/j.tetlet.2009.10.124

  日期：2010.1

  A concise synthesis of C-14 labeled meropenem prepared from C-14 dimethylamine hydrochloride is described. Using a similar reaction sequence, the meropenem nucleus was also attached to biotin providing a probe for protein interaction studies. Published by Elsevier Ltd.