4-(1,3-benzodioxol-5-yl)-2H-1,2-oxazol-5-one | 773851-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4-(1,3-benzodioxol-5-yl)-2H-1,2-oxazol-5-one
• CAS: 773851-53-9
• 化学式: C₁₀H₇NO₄
• 分子量: 205.17
• InChiKey: PNHCEIZTQVIUQN-UHFFFAOYSA-N

物化性质

• 沸点：
  342.4±52.0 °C(Predicted)
• 密度：
  1.476±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acetamidomethyl acetate 、 4-(1,3-benzodioxol-5-yl)-2H-1,2-oxazol-5-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[[4-(1,3-benzodioxol-5-yl)-5-oxo-1,2-oxazol-2-yl]methyl]acetamide
  参考文献：
  名称：

  Discovery of isoxazolinone antibacterial agents. Nitrogen as a replacement for the stereogenic center found in oxazolidinone antibacterials

  摘要：

  A series of potential antimicrobial derivatives possessing bioisosteric replacements for the central oxazolidinone ring found in oxazolidinone antibacterials have been prepared. The design concept involved replacement of the requisite SP3-hybridized stereogenic center found at the 5-position of the oxazolidinone with a nitrogen atom. The synthesis and antibacterial activity of three such ring systems, the benzisoxazolinones, pyrroles, and isoxazolinones is described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.076
• 作为产物：
  描述：

  ethyl (3,4-methylenedioxyphenyl)acetate 在 盐酸羟胺 、 sodium hydride 作用下， 以 甲醇 、 水 为溶剂， 生成 4-(1,3-benzodioxol-5-yl)-2H-1,2-oxazol-5-one
  参考文献：
  名称：

  Discovery of isoxazolinone antibacterial agents. Nitrogen as a replacement for the stereogenic center found in oxazolidinone antibacterials

  摘要：

  A series of potential antimicrobial derivatives possessing bioisosteric replacements for the central oxazolidinone ring found in oxazolidinone antibacterials have been prepared. The design concept involved replacement of the requisite SP3-hybridized stereogenic center found at the 5-position of the oxazolidinone with a nitrogen atom. The synthesis and antibacterial activity of three such ring systems, the benzisoxazolinones, pyrroles, and isoxazolinones is described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.076

文献信息

• Discovery of isoxazolinone antibacterial agents. Nitrogen as a replacement for the stereogenic center found in oxazolidinone antibacterials
  作者：Lawrence B. Snyder、Zhaoxing Meng、Robert Mate、Stanley V. D’Andrea、Anne Marinier、Claude A. Quesnelle、Patrice Gill、Kenneth L. DenBleyker、Joan C. Fung-Tomc、MaryBeth Frosco、Alain Martel、John F. Barrett、Joanne J. Bronson

  DOI：10.1016/j.bmcl.2004.06.076

  日期：2004.9

  A series of potential antimicrobial derivatives possessing bioisosteric replacements for the central oxazolidinone ring found in oxazolidinone antibacterials have been prepared. The design concept involved replacement of the requisite SP3-hybridized stereogenic center found at the 5-position of the oxazolidinone with a nitrogen atom. The synthesis and antibacterial activity of three such ring systems, the benzisoxazolinones, pyrroles, and isoxazolinones is described. (C) 2004 Elsevier Ltd. All rights reserved.