(2R,1'R)-3-hydroxy-2-(1'-hydroxyethyl)-4-phenyl-1H-pyrrol-2(5H)-one | 956226-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2R,1'R)-3-hydroxy-2-(1'-hydroxyethyl)-4-phenyl-1H-pyrrol-2(5H)-one
• 英文别名: (2R)-3-hydroxy-2-[(1R)-1-hydroxyethyl]-4-phenyl-1,2-dihydropyrrol-5-one
• CAS: 956226-99-6
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: RGPOVQRTDFEFEY-GMSGAONNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2RS,4RS,5RS)-1-aza-2-(tert-butyl)-6-hydroxy-4-methyl-8-oxo-7-phenyl-3-oxabicyclo[3.3.0]oct-6-ene 在 1,3-丙二硫醇 、 盐酸 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 7.0h， 以82%的产率得到(2R,1'R)-3-hydroxy-2-(1'-hydroxyethyl)-4-phenyl-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  Novel chiral pyrrolidinone scaffolds derived from threonine with antibacterial activity

  摘要：

  The synthesis of chiral pyrrolidinones derived from threonine, making use of a Dieckmann or aldol ring closure, is described. Compounds were found to exhibit antibacterial activity, for which the correlation with various physiochemical parameters was examined. This chiral tetramate scaffold may provide a useful template for fragment-based drug design providing rapid access to novel antibacterial compound libraries. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.064