(4S,5R,6S)-3-((1,1-Dioxido-6-(2-(4-propyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)ethyl)-2H-naphtho[1,8-cd][1,2]thiazol-2-yl)methyl)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate chloride | 225088-78-8

• 英文名称: (4S,5R,6S)-3-((1,1-Dioxido-6-(2-(4-propyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)ethyl)-2H-naphtho[1,8-cd][1,2]thiazol-2-yl)methyl)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate chloride
• 英文别名: (4S,5R,6S)-3-[[2,2-dioxo-9-[2-(4-propyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)ethyl]-2λ6-thia-3-azatricyclo[6.3.1.04,12]dodeca-1(12),4,6,8,10-pentaen-3-yl]methyl]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate;chloride
• CAS: 225088-78-8
• 化学式: C₃₂H₄₁N₄O₆S*Cl
• 分子量: 645.22
• InChiKey: TZQBSQDJGFUDTB-SXFUTCHBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.17
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  118.05
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  在 四(三苯基膦)钯 、 5,5-二甲基-1,3-环己二酮 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4S,5R,6S)-3-((1,1-Dioxido-6-(2-(4-propyl-1,4-diazoniabicyclo[2.2.2]octan-1-yl)ethyl)-2H-naphtho[1,8-cd][1,2]thiazol-2-yl)methyl)-6-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate chloride
  参考文献：
  名称：

  Synthesis and properties of 2-(naphthosultamyl)methyl-carbapenems with potent anti-MRSA activity: Discovery of L-786,392

  摘要：

  A series of 1 beta-methyl-2-(naphthosultamyl)methyl-carbapenems bearing dicationic groups on the naphthosultamyl moiety was prepared and evaluated for activity against resistant gram-positive bacteria. Based on a combination of excellent in vitro antibacterial activity, acceptable mouse acute toxicity, and a desirable fragmentation pattern on beta-lactam ring opening, the analog 2g (L-786,392) was selected for extended evaluation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00071-2