(R)-3-(4-Amino-2-fluoro-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester | 1054316-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (R)-3-(4-Amino-2-fluoro-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS: 1054316-85-6
• 化学式: C₁₅H₂₂FN₃O₂
• 分子量: 295.357
• InChiKey: SENWFUZHCRXALT-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.59
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-3-(4-Amino-2-fluoro-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 溶剂黄146 作用下， 反应 2.0h， 生成 (3R)-3-{4-{(5S)-5-(acetylaminomethyl)-2-oxo-oxazolidin-3-yl}-2-fluoro-phenylamino}-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design, Synthesis and Biological Evaluation of Oxazolidinone–Quinolone Hybrids

  摘要：

  Oxazolidinone-quinolone hybrids that combine the pharmacophores of a quinolone and an oxazolidinone were synthesised and shown to be active against a variety of resistant and susceptible Gram-positive and fastidious Gram-negative organisms. The best compounds in this series overcome all types of resistance in relevant clinical Gram-positive pathogens. The nature of the spacer greatly influences the antibacterial activity. The dual mode of action could be demonstrated for compounds having a piperazinyl spacer. Antibacterial activity was higher at acidic pH. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00083-x
• 作为产物：
  描述：

  (3R)-3-(2-fluoro-4-nitro-phenylamino)-pyrrolidine-1-carboxylic acid allyl ester 在 palladium on activated charcoal bis-triphenylphosphine-palladium(II) chloride 、 氢气 、 三正丁基氢锡 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 (R)-3-(4-Amino-2-fluoro-phenylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design, Synthesis and Biological Evaluation of Oxazolidinone–Quinolone Hybrids

  摘要：

  Oxazolidinone-quinolone hybrids that combine the pharmacophores of a quinolone and an oxazolidinone were synthesised and shown to be active against a variety of resistant and susceptible Gram-positive and fastidious Gram-negative organisms. The best compounds in this series overcome all types of resistance in relevant clinical Gram-positive pathogens. The nature of the spacer greatly influences the antibacterial activity. The dual mode of action could be demonstrated for compounds having a piperazinyl spacer. Antibacterial activity was higher at acidic pH. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00083-x