1-tert-Butyl-6-fluoro-7-((1R,4R)-1-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid | 142776-13-4

• 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: 1-tert-Butyl-6-fluoro-7-((1R,4R)-1-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
• 英文别名: 1-tert-butyl-6-fluoro-7-[(1R,4R)-4-methyl-2,5-diazabicyclo[2.2.1]heptan-5-yl]-4-oxo-1,8-naphthyridine-3-carboxylic acid；1-tert-butyl-6-fluoro-7-[(1R,4R)-1-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]-4-oxo-1,8-naphthyridine-3-carboxylic acid
• CAS: 142776-13-4
• 化学式: C₁₉H₂₃FN₄O₃
• 分子量: 374.415
• InChiKey: VVBRDWCBXPYVGX-GIGQVBGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2R,4S)-4-Hydroxy-2-methyl-pyrrolidine-2-carboxylic acid ethyl ester; hydrochloride 在 1.) 105 Pd/C 吡啶 、 sodium hydroxide 、 锂硼氢 、 氢溴酸 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 溶剂黄146 、 乙腈 、 xylene 为溶剂， 反应 12.0h， 生成 1-tert-Butyl-6-fluoro-7-((1R,4R)-1-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
  参考文献：
  名称：

  Preparation of (1R,4R)-1-Methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane, Intermediate in a Synthesis of New Naphthyridones

  摘要：

  An efficient chiral synthesis of the (1R,4R)-1-methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]-heptane (2b) was performed using trans-4-hydroxy-L-proline as starting material. This bridged piperazine was used in the preparation of new naphthyridones (16) and (17).

  DOI：

  10.3987/com-92-5984

文献信息

• Preparation of (1R,4R)-1-Methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane, Intermediate in a Synthesis of New Naphthyridones
  作者：Philippe Remuzon、Massoud Massoudi、Daniel Bouzard、Jean-Pierre Jacquet

  DOI：10.3987/com-92-5984

  日期：——

  An efficient chiral synthesis of the (1R,4R)-1-methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]-heptane (2b) was performed using trans-4-hydroxy-L-proline as starting material. This bridged piperazine was used in the preparation of new naphthyridones (16) and (17).