{(1R,2S)-2-[Benzyl-((S)-1-phenyl-ethyl)-amino]-cyclopentylmethyl}-(4-ethoxy-quinolin-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester | 248607-90-1

• 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,2S)-2-[Benzyl-((S)-1-phenyl-ethyl)-amino]-cyclopentylmethyl}-(4-ethoxy-quinolin-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester
• CAS: 248607-90-1
• 化学式: C₃₅H₃₈Cl₃N₃O₃
• 分子量: 655.064
• InChiKey: BHMBVVLMGULJMO-AAUBNCJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.38
• 重原子数：
  44.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  54.9
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  {(1R,2S)-2-[Benzyl-((S)-1-phenyl-ethyl)-amino]-cyclopentylmethyl}-(4-ethoxy-quinolin-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester 在 palladium on activated charcoal 、 甲酸铵 作用下， 以 甲醇 为溶剂， 生成 ((1R,2S)-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
• 作为产物：
  描述：

  tert-butyl (1S,2S,αS)-2-[N-benzyl-N-(α-methylbenzyl)amino]cyclopentane-1-carboxylate 在 lithium aluminium tetrahydride 、 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 乙醚 、 苯 为溶剂， 生成 {(1R,2S)-2-[Benzyl-((S)-1-phenyl-ethyl)-amino]-cyclopentylmethyl}-(4-ethoxy-quinolin-2-yl)-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