methyl 2-benzyl-3-hydroxy-5-oxo-2H-furan-4-carboxylate | 197788-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: methyl 2-benzyl-3-hydroxy-5-oxo-2H-furan-4-carboxylate
• CAS: 197788-21-9
• 化学式: C₁₃H₁₂O₅
• 分子量: 248.235
• InChiKey: PCGVDXMJMSAOQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-benzyl-3-hydroxy-5-oxo-2H-furan-4-carboxylate 、 4-环己苯胺 以 甲苯 为溶剂， 反应 1.0h， 生成 2-benzyl-N-(4-cyclohexylphenyl)-3-hydroxy-5-oxo-2H-furan-4-carboxamide
  参考文献：
  名称：

  Design and structure–activity relationships of potent and selective inhibitors of undecaprenyl pyrophosphate synthase (UPPS): Tetramic, tetronic acids and dihydropyridin-2-ones

  摘要：

  Based on a pharmacophore hypothesis substituted tetramic and tetronic acid 3-carboxamides as well as dihydropyridin-2-one- 3-carboxamides were investigated as inhibitors of undecaprenyl pyrophosphate synthase (UPPS) for use as novel antimicrobial agents. Synthesis and structure - activity relationship patterns for this class of compounds are discussed. Selectivity data and antibacterial activities for selected compounds are provided. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.009
• 作为产物：
  描述：

  dimethyl 2-(2-acetoxy-3-phenylpropanoyl)malonate 在 盐酸 作用下， 反应 16.0h， 生成 methyl 2-benzyl-3-hydroxy-5-oxo-2H-furan-4-carboxylate
  参考文献：
  名称：

  Design and structure–activity relationships of potent and selective inhibitors of undecaprenyl pyrophosphate synthase (UPPS): Tetramic, tetronic acids and dihydropyridin-2-ones

  摘要：

  Based on a pharmacophore hypothesis substituted tetramic and tetronic acid 3-carboxamides as well as dihydropyridin-2-one- 3-carboxamides were investigated as inhibitors of undecaprenyl pyrophosphate synthase (UPPS) for use as novel antimicrobial agents. Synthesis and structure - activity relationship patterns for this class of compounds are discussed. Selectivity data and antibacterial activities for selected compounds are provided. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.009