5-(S)-(N-Acetylaminomethyl)-3-[4'-(tert-butoxy)carbonyl-3'-fluorophenyl]-oxazolidine-2-one | 232951-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(S)-(N-Acetylaminomethyl)-3-[4'-(tert-butoxy)carbonyl-3'-fluorophenyl]-oxazolidine-2-one
• 英文别名: tert-butyl 4-[(5S)-5-(acetamidomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-fluorobenzoate
• CAS: 232951-33-6
• 化学式: C₁₇H₂₁FN₂O₅
• 分子量: 352.363
• InChiKey: MIPNTZIUEHXUHV-LBPRGKRZSA-N

物化性质

• 沸点：
  532.2±45.0 °C(predicted)
• 密度：
  1.244±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(S)-(N-Acetylaminomethyl)-3-[4'-(tert-butoxy)carbonyl-3'-fluorophenyl]-oxazolidine-2-one 在 吡啶 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(S)-acetamidomethyl-3-[4'-(pentafluorophenyl)oxycarbonyl-3'-fluorophenyl]-oxazolidine-2-one
  参考文献：
  名称：

  Novel oxazolidinone–quinolone hybrid antimicrobials

  摘要：

  Antimicrobial compounds incorporating oxazolidinone and quinolone pharmacophore substructures have been synthesized and evaluated. Representative analogues 2, 5, and 6 display an improved potency versus linezolid against gram-positive and fastidious gram-negative pathogens. The compounds are also active against linezolid- and ciprofloxacin-resistant Staphylococcus aureus and Enterococcus faecium strains. The MOA for these new antimicrobials is consistent with a combination of protein synthesis and gyrase A/topoisomerase IV inhibition, with a structure-dependent degree of the contribution from each inhibitory mechanism. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.021
• 作为产物：
  描述：

  叔-丁基 4-氨基-2-氟苯甲酸 在 吡啶 、 sodium azide 、 TEA 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(S)-(N-Acetylaminomethyl)-3-[4'-(tert-butoxy)carbonyl-3'-fluorophenyl]-oxazolidine-2-one
  参考文献：
  名称：

  Novel oxazolidinone–quinolone hybrid antimicrobials

  摘要：

  Antimicrobial compounds incorporating oxazolidinone and quinolone pharmacophore substructures have been synthesized and evaluated. Representative analogues 2, 5, and 6 display an improved potency versus linezolid against gram-positive and fastidious gram-negative pathogens. The compounds are also active against linezolid- and ciprofloxacin-resistant Staphylococcus aureus and Enterococcus faecium strains. The MOA for these new antimicrobials is consistent with a combination of protein synthesis and gyrase A/topoisomerase IV inhibition, with a structure-dependent degree of the contribution from each inhibitory mechanism. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.021

文献信息

• Oxazolidinone combinatorial libraries, compositions and methods of preparation
  申请人：——

  公开号：US20020183371A1

  公开（公告）日：2002-12-05

  Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

  本发明提供了噁唑烷酮及其合成方法。还提供了包含噁唑烷酮的组合式文库以及制备这些文库的方法。此外，还提供了制备生物活性噁唑烷酮以及包含这些噁唑烷酮的药用组合物的方法。文库制备方法包括将噁唑烷酮附着到固体支持上。在一种实施例中，化合物制备方法涉及使用亚胺磷酰胺与含羰基的聚合物支持物反应。
• OXAZOLIDINONE COMBINATORIAL LIBRARIES, COMPOSITIONS AND METHODS OF PREPARATION
  申请人：Versicor, Inc.

  公开号：EP1049682A1

  公开（公告）日：2000-11-08
• US6239152B1
  申请人：——

  公开号：US6239152B1

  公开（公告）日：2001-05-29
• US6531470B1
  申请人：——

  公开号：US6531470B1

  公开（公告）日：2003-03-11
• US6562844B2
  申请人：——

  公开号：US6562844B2

  公开（公告）日：2003-05-13