ethyl (1S,9S,13R)-9-methyl-11-oxo-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl (1S,9S,13R)-9-methyl-11-oxo-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate
• 化学式: C₁₄H₁₆N₂O₄
• 分子量: 276.292
• InChiKey: PRBINTYBUYEJNZ-WDMOLILDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 水杨醛 、 尿素 在 葡萄糖 、 bakers' yeast 作用下， 以 phosphate buffer 为溶剂， 反应 24.0h， 生成 ethyl (1S,9S,13R)-9-methyl-11-oxo-8-oxa-10,12-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate
  参考文献：
  名称：

  An efficient bakers’ yeast catalyzed synthesis of 3,4-dihydropyrimidin-2-(1H)-ones

  摘要：

  Bakers' yeast (Saccharomyces cereuisiae) efficiently catalyzes the three-component Biginelli reaction of aldehydes, (3-keto esters, and urea/thiourea to form 3,4-dihydropyrimidin-2-(1H)-ones in good to excellent yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.130

文献信息

• PdO-Catalyzed Synthesis of Tricyclic Compounds Using Biginelli-Like Reaction
  作者：Xiaobi Jing、Zhen Li、Xin Pan、Qing Wang、Chaoguo Yan、Hongxiang Zhu

  DOI：10.1080/00397910902838896

  日期：2009.10.12

  An efficient method has been successfully developed for the synthesis of oxygen-bridged pyrimidine tricyclic derivatives from salicylaldehyde, ethyl acetoacete, and urea catalyzed by PdO in very good yield. A series of different oxygen-bridged pyrimidine tricyclic derivatives has been synthesized, in which two compounds' x-ray crystal structure were obtained.