5-(3-Hydroxy-propyl)-2-oxo-2,3-dihydro-oxazole-4-carboxylic acid | 863643-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5-(3-Hydroxy-propyl)-2-oxo-2,3-dihydro-oxazole-4-carboxylic acid
• 英文别名: 2,3-Dihydro-5-(3-hydroxypropyl)-2-oxo-4-oxazolecarboxylic acid；5-(3-hydroxypropyl)-2-oxo-3H-1,3-oxazole-4-carboxylic acid
• CAS: 863643-35-0
• 化学式: C₇H₉NO₅
• 分子量: 187.152
• InChiKey: ITKJXRUMMKDVAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.41
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  103.53
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  氨基甲酸苯酯 、 6-tert-Butoxy-3-oxo-hexanoic acid tert-butyl ester 以31%的产率得到5-(3-Hydroxy-propyl)-2-oxo-2,3-dihydro-oxazole-4-carboxylic acid
  参考文献：
  名称：

  Solid-phase synthesis of oxazolones and other heterocycles via Wang resin-bound diazocarbonyls

  摘要：

  The preparation of Wang resin bound alpha-diazo-beta-ketoesters is described. These highly useful intermediates were used for the synthesis of a series of heterocycle libraries, which were obtained from the resin using TFA cleavage. In addition, a novel route for the synthesis of oxazolones using an N-H insertion strategy is disclosed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.061