5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid ethyl ester | 640290-92-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid ethyl ester
• 英文别名: ethyl 5-[1-[4-[(5S)-5-(acetamidomethyl)-2-oxo-1,3-oxazolidin-3-yl]-2-fluorophenyl]-3,6-dihydro-2H-pyridin-4-yl]-1,2-oxazole-3-carboxylate
• CAS: 640290-92-2
• 化学式: C₂₃H₂₅FN₄O₆
• 分子量: 472.473
• InChiKey: RMGSXRUKWOWPOX-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid ethyl ester 在 ammonium hydroxide 、 氯化铵 作用下， 以 甲醇 为溶剂， 反应 21.0h， 以80%的产率得到5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid amide
  参考文献：
  名称：

  Synthesis and in vitro activity of novel isoxazolyl tetrahydropyridinyl oxazolidinone antibacterial agents

  摘要：

  A series of isoxazolyl tetrahydropyridinyl oxazolidinones with various substituents at the 3-position of the isoxazole ring have been synthesized and their in vitro antibacterial activities (MIC) were evaluated against several Gram-positive strains including the resistant strains of Staphlyloccus and Enterococcus, such as MRSA and VRE. One of the most potent compounds synthesized, 4f, showed comparable or better activity against selected bacterial strains than those of linezolid and vancomycin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.021
• 作为产物：
  描述：

  N-[3-{3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl}-2-oxo-oxazolidin-5-ylmethyl]-acetamide 在 N-甲基吡咯烷酮 六甲基磷酰三胺 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯基膦 、 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 76.5h， 生成 5-(1-{4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1,2,3,6-tetrahydro-pyridin-4-yl)-isoxazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and in vitro activity of novel isoxazolyl tetrahydropyridinyl oxazolidinone antibacterial agents

  摘要：

  A series of isoxazolyl tetrahydropyridinyl oxazolidinones with various substituents at the 3-position of the isoxazole ring have been synthesized and their in vitro antibacterial activities (MIC) were evaluated against several Gram-positive strains including the resistant strains of Staphlyloccus and Enterococcus, such as MRSA and VRE. One of the most potent compounds synthesized, 4f, showed comparable or better activity against selected bacterial strains than those of linezolid and vancomycin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.021

文献信息

• Synthesis and in vitro activity of novel isoxazolyl tetrahydropyridinyl oxazolidinone antibacterial agents
  作者：Jae Seok Lee、Yong Seo Cho、Moon Ho Chang、Hun Yeong Koh、Bong Young Chung、Ae Nim Pae

  DOI：10.1016/j.bmcl.2003.08.021

  日期：2003.11

  A series of isoxazolyl tetrahydropyridinyl oxazolidinones with various substituents at the 3-position of the isoxazole ring have been synthesized and their in vitro antibacterial activities (MIC) were evaluated against several Gram-positive strains including the resistant strains of Staphlyloccus and Enterococcus, such as MRSA and VRE. One of the most potent compounds synthesized, 4f, showed comparable or better activity against selected bacterial strains than those of linezolid and vancomycin. (C) 2003 Elsevier Ltd. All rights reserved.