2-(5'-hydroxy-2'-methylpyrimidin-4'-yl)-5-hydroxy-7-methylbenzoxazole-4-carboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(5'-hydroxy-2'-methylpyrimidin-4'-yl)-5-hydroxy-7-methylbenzoxazole-4-carboxamide
• 英文别名: boxazomycin B；5-Hydroxy-2-(5-hydroxy-2-methylpyrimidin-4-yl)-7-methyl-1,3-benzoxazole-4-carboxamide；5-hydroxy-2-(5-hydroxy-2-methylpyrimidin-4-yl)-7-methyl-1,3-benzoxazole-4-carboxamide
• 化学式: C₁₄H₁₂N₄O₄
• 分子量: 300.274
• InChiKey: ILGGOCYCDJJADI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(5'-hydroxy-2'-methylpyrimidin-4'-yl)-5-hydroxy-7-methylbenzoxazole-4-carboxamide 、 乙酸酐 以 吡啶 为溶剂， 反应 48.0h， 以12 mg的产率得到Acetic acid 2-(5-acetoxy-2-methyl-pyrimidin-4-yl)-4-acetylcarbamoyl-7-methyl-benzooxazol-5-yl ester
  参考文献：
  名称：

  Structure of the novel antibiotics boxazomycins A, B, and C

  摘要：

  DOI：

  10.1021/ja00217a043
• 作为产物：
  描述：

  5-Hydroxy-2-(5-methoxy-2-methyl-pyrimidin-4-yl)-7-methyl-benzooxazole-4-carboxylic acid amide 在 吡啶 、 lithium iodide 作用下， 以91%的产率得到2-(5'-hydroxy-2'-methylpyrimidin-4'-yl)-5-hydroxy-7-methylbenzoxazole-4-carboxamide
  参考文献：
  名称：

  Synthesis of Boxazomycin B and related analogs

  摘要：

  The total synthesis of the novel antibacterial agent Boxazomycin B is reported. The synthesis proceeds through a highly functionalized benzene ring in which the key functionalities are introduced early in the synthesis and serve as protecting groups for additional transformations.

  DOI：

  10.1016/0040-4039(95)01533-n

文献信息

• KUSUMI, TAKENORI;OOI, TAKASHI;WALCHLI, MARKUS R.;KAKISAWA, HIROSHI, J. AMER. CHEM. SOC., 110,(1988) N 9, 2954-2958
  作者：KUSUMI, TAKENORI、OOI, TAKASHI、WALCHLI, MARKUS R.、KAKISAWA, HIROSHI

  DOI：——

  日期：——
• Structure of the novel antibiotics boxazomycins A, B, and C
  作者：Takenori. Kusumi、Takashi. Ooi、Markus R. Walchli、Hiroshi. Kakisawa

  DOI：10.1021/ja00217a043

  日期：1988.4
• Synthesis of Boxazomycin B and related analogs
  作者：Mark J. Suto、William R. Turner

  DOI：10.1016/0040-4039(95)01533-n

  日期：1995.10

  The total synthesis of the novel antibacterial agent Boxazomycin B is reported. The synthesis proceeds through a highly functionalized benzene ring in which the key functionalities are introduced early in the synthesis and serve as protecting groups for additional transformations.