ethyl 7-<(1R,4R,7S)-7-methyl-5-phenylmethyl-2,5-diazabicyclo<2.2.1>heptan-2-yl>-6-fluoro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate | 153061-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 7-<(1R,4R,7S)-7-methyl-5-phenylmethyl-2,5-diazabicyclo<2.2.1>heptan-2-yl>-6-fluoro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate
• CAS: 153061-77-9
• 化学式: C₂₈H₃₃FN₄O₃
• 分子量: 492.593
• InChiKey: SXDRACJSPOMIDP-RTFZILSDSA-N

物化性质

• 沸点：
  626.9±55.0 °C(predicted)
• 密度：
  1.252±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  67.67
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 7-<(1R,4R,7S)-7-methyl-5-phenylmethyl-2,5-diazabicyclo<2.2.1>heptan-2-yl>-6-fluoro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.5h， 生成 7-<(1R,4R,7S)-7-methyl-2,5-diazabicyclo<2.2.1>heptan-2-yl>-6-fluoro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis, in vitro and in vivo antibacterial activity of 7-(7-methyl-2,5-diazabicyclo[2.2.1]heptane)naphthyridone derivatives as analogs of BMY 40062

  摘要：

  The synthesis and the antimicrobial activities of chiral (1R,4R,7S)- and (1S,4S,7S)-[7-methyl-2,5-diazabicyclo[2.2.1]-heptan-2-yl] analogs of BMY 40062 are reported. The new derivatives have been found to be less active in vitro but as active in vivo (im) than BMY 40062. The IR,4R,7S substituent seems promising for the design of powerful new antibiotics.

  DOI：

  10.1016/0223-5234(93)90013-5
• 作为产物：
  描述：

  (2R,3R,4S)-1-(4-tolylsulfonyl)-2-(((4-tolylsulfonyl)oxy)methyl)-3-methyl-4-((4-tolylsulfonyl)oxy)pyrrolidine 在 氢溴酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 溶剂黄146 、 乙腈 、 xylene 为溶剂， 反应 40.0h， 生成 ethyl 7-<(1R,4R,7S)-7-methyl-5-phenylmethyl-2,5-diazabicyclo<2.2.1>heptan-2-yl>-6-fluoro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis, in vitro and in vivo antibacterial activity of 7-(7-methyl-2,5-diazabicyclo[2.2.1]heptane)naphthyridone derivatives as analogs of BMY 40062

  摘要：

  The synthesis and the antimicrobial activities of chiral (1R,4R,7S)- and (1S,4S,7S)-[7-methyl-2,5-diazabicyclo[2.2.1]-heptan-2-yl] analogs of BMY 40062 are reported. The new derivatives have been found to be less active in vitro but as active in vivo (im) than BMY 40062. The IR,4R,7S substituent seems promising for the design of powerful new antibiotics.

  DOI：

  10.1016/0223-5234(93)90013-5