rac-<2R,3S(R)>-2-(3-hydroxy-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid (2,2-dimethyl-1-oxopropoxy)methyl ester | 138423-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: rac-<2R,3S(R)>-2-(3-hydroxy-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid (2,2-dimethyl-1-oxopropoxy)methyl ester
• 英文别名: [2-[(2R,3S)-2-(3-hydroxy-2-oxopropyl)-4-oxo-3-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]azetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)acetyl]oxymethyl 2,2-dimethylpropanoate
• CAS: 138423-48-0
• 化学式: C₃₇H₃₉Cl₃NO₁₀P
• 分子量: 795.05
• InChiKey: HNBNMUNFJOUGGU-HGLPBTONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  52.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  145.74
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  rac-<2R,3S(R)>-2-(3-hydroxy-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid (2,2-dimethyl-1-oxopropoxy)methyl ester 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.91h， 生成 rac-<2R,3S(R)>-2-<3-<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>-2-oxopropyl>-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid 2,2-dimethy.
  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：

  rac-<2R,3S(R)>-2-(3-bromo-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid (2,2-dimethyl-1-oxopropoxy)methyl ester 在 碳酸氢钠 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.92h， 生成 rac-<2R,3S(R)>-2-(3-hydroxy-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic 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