rac-<5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-<1-<(trimethylsilyl)oxy>ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester | 138423-51-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: rac-<5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-<1-<(trimethylsilyl)oxy>ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
• 英文别名: 1-cyclopropyl-7-[4-[[(5R,6S)-2-(2,2-dimethylpropanoyloxymethoxycarbonyl)-7-oxo-6-[(1R)-1-trimethylsilyloxyethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl]methoxycarbonyl]piperazin-1-yl]-6-fluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 138423-51-5
• 化学式: C₃₇H₄₇FN₄O₁₁Si
• 分子量: 770.884
• InChiKey: OKOIZIOQVLACEU-LMNMAEAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  54.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  174.22
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  rac-<5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-<1-<(trimethylsilyl)oxy>ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester 在 氟化铵 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.33h， 以70%的产率得到rac-<5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
  参考文献：
  名称：

  Dual-action penems and carbapenems

  摘要：

  Two new series of dual-action antibacterial agents were synthesized in which penems and carbapenems were linked at the 2'-position to quinolones through either an ester or a carbamate moiety. Potent, broad-spectrum antibacterial activity was observed for both classes of compounds, indicative of a dual-mode of action.

  DOI：

  10.1021/jm00088a019
• 作为产物：
  描述：

  环丙沙星 在 吡啶 、 溶剂黄146 、 锌 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 11.58h， 生成 rac-<5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-<1-<(trimethylsilyl)oxy>ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
  参考文献：
  名称：

  Dual-action penems and carbapenems

  摘要：

  Two new series of dual-action antibacterial agents were synthesized in which penems and carbapenems were linked at the 2'-position to quinolones through either an ester or a carbamate moiety. Potent, broad-spectrum antibacterial activity was observed for both classes of compounds, indicative of a dual-mode of action.

  DOI：

  10.1021/jm00088a019