<4R-6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-6-<1-<(tert-butyldimethylsilyl)oxy>ethyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester | 131887-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: <4R-6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-6-<1-<(tert-butyldimethylsilyl)oxy>ethyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester
• 英文别名: (4R-6S(R))-3-[({[4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl]carbonyl}oxy)methyl]-6-{1-[(tert-butyldimethylsilyl)oxy]ethyl}-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester；7-[4-[[(5R,6S)-6-[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-7-oxo-2-prop-2-enoxycarbonyl-4-thia-1-azabicyclo[3.2.0]hept-2-en-3-yl]methoxycarbonyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 131887-11-1
• 化学式: C₃₆H₄₅FN₄O₉SSi
• 分子量: 756.925
• InChiKey: HMWFSBPRWOLOEW-CEDAEOSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  52.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  147.92
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  <4R-6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-6-<1-<(tert-butyldimethylsilyl)oxy>ethyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 <4R-6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl 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 以 二氯甲烷 为溶剂， 反应 4.34h， 生成 <4R-6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-6-<1-<(tert-butyldimethylsilyl)oxy>ethyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl 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