<5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl>carbonyl>oxy>methyl>-6-(1(R)-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester | 140928-24-1

• 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: <5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl>carbonyl>oxy>methyl>-6-(1(R)-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester
• 英文别名: (5R,6S(R))-3-[({[6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl]carbonyl}oxy)methyl]-6-(1(R)-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester；prop-2-enyl (5R,6S)-3-[[6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carbonyl]oxymethyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• CAS: 140928-24-1
• 化学式: C₂₉H₃₁F₃N₄O₇S
• 分子量: 636.649
• InChiKey: CJSDHVGQTDDKLF-VPDVJUPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  121.62
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  <5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl>carbonyl>oxy>methyl>-6-(1(R)-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester 在 四(三苯基膦)钯 、 三苯基膦 、 sodium 2-ethylhexanoic acid 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 以24.3%的产率得到<5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl>carbonyl>oxy>methyl>-6-(1(R)-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid sodium salt
  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：

  氟罗沙星 在 四丁基氟化铵 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 67.5h， 生成 <5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinyl>carbonyl>oxy>methyl>-6-(1(R)-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