(4-Ethoxy-quinolin-2-yl)-(2-oxo-cyclobutylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester | 552859-37-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (4-Ethoxy-quinolin-2-yl)-(2-oxo-cyclobutylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester
• CAS: 552859-37-7
• 化学式: C₁₉H₁₉Cl₃N₂O₄
• 分子量: 445.73
• InChiKey: MCTSTKUJWSRDRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  68.73
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (4-Ethoxy-quinolin-2-yl)-(2-oxo-cyclobutylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester 在 盐酸 、 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 2-{[(1S,2S)-2-(3,4-Dichloro-benzylamino)-cyclobutylmethyl]-amino}-1H-quinolin-4-one
  参考文献：
  名称：

  Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent gram-Positive antibacterial activity

  摘要：

  Conformationally restricted analogues of the central linker unit of bacterial methionyl tRNA synthetase (MRS) inhibitors have been prepared. The (IS,2R)-cyclopentylmethyl moiety was identified as the preferred cyclic linker, with significant diastereo- and enantio selectivity of activity. Combination of this linker with an optimal substituted aryl right-hand side has resulted in a compound with exceptionally good antibacterial activity against staphylococci and enterococci, including antibiotic resistant strains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00093-3
• 作为产物：
  描述：

  (4-Ethoxyquinolin-2-yl)carbamic acid 2,2,2-trichloroethyl ester 在 palladium on activated charcoal 、 甲酸铵 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 (4-Ethoxy-quinolin-2-yl)-(2-oxo-cyclobutylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester
  参考文献：
  名称：

  Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent gram-Positive antibacterial activity

  摘要：

  Conformationally restricted analogues of the central linker unit of bacterial methionyl tRNA synthetase (MRS) inhibitors have been prepared. The (IS,2R)-cyclopentylmethyl moiety was identified as the preferred cyclic linker, with significant diastereo- and enantio selectivity of activity. Combination of this linker with an optimal substituted aryl right-hand side has resulted in a compound with exceptionally good antibacterial activity against staphylococci and enterococci, including antibiotic resistant strains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00093-3