((1R,2R)-2-Amino-cyclopentylmethyl)-(4-ethoxy-quinolin-2-yl)-amine | 248607-87-6

• 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: ((1R,2R)-2-Amino-cyclopentylmethyl)-(4-ethoxy-quinolin-2-yl)-amine
• 英文别名: N-[[(1R,2R)-2-aminocyclopentyl]methyl]-4-ethoxyquinolin-2-amine
• CAS: 248607-87-6
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: SLUFXWVPNQPPTL-TZMCWYRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((1R,2R)-2-Amino-cyclopentylmethyl)-(4-ethoxy-quinolin-2-yl)-amine 在 盐酸 作用下， 生成 2-[((1R,2R)-2-Amino-cyclopentylmethyl)-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：

  (1S,2R,αR)-tert-butyl 2-(N-benzyl-N-α-methylbenzylamino)cyclopentanecarboxylate 在 palladium on activated charcoal 、 lithium aluminium tetrahydride 、 三丁基膦 、 甲酸铵 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲醇 、 乙醚 、 苯 为溶剂， 反应 4.0h， 生成 ((1R,2R)-2-Amino-cyclopentylmethyl)-(4-ethoxy-quinolin-2-yl)-amine
  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