2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)<2,3-b>benzofuran-4-one | 135365-44-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)<2,3-b>benzofuran-4-one
• 英文别名: 2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)[2,3-b]benzofuran-4-one；(3aR,8bS)-7-methylsulfanyl-2,3a,5,6,7,8b-hexahydro-1H-furo[2,3-b][1]benzofuran-8-one
• CAS: 135365-44-5
• 化学式: C₁₁H₁₄O₃S
• 分子量: 226.296
• InChiKey: FBXKZFUKPPYKCM-VHKRNYGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-氧代环戊烯-1-羧酸乙酯 、 2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)<2,3-b>benzofuran-4-one 在 lithium diisopropyl amide 作用下， 生成 2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)-5-(3-oxo-2-(1-oxo-2-oxabutyl)cyclopentyl)furo<2,3-b>benzofuran-4-one
  参考文献：
  名称：

  A direct synthesis of racemic demethoxyaflatoxin B2

  摘要：

  Aflatoxin analogue 19 was prepared by a direct sequence involving a novel silver-mediated cyclization to 12, the Michael addition of 16 with 17, and the oxidation of the Michael addition adduct. The overall yield of this six-step route is approximately 11%. The pathway is a flexible one that will permit the synthesis of analogues for toxicological analysis.

  DOI：

  10.1021/jo00019a042
• 作为产物：
  描述：

  1,3-环己二酮 在 silver carbonate 、 lithium diisopropyl amide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 2,3,3a,4,5,6,7,8a-Octahydro-5-(methylthio)<2,3-b>benzofuran-4-one
  参考文献：
  名称：

  A direct synthesis of racemic demethoxyaflatoxin B2

  摘要：

  Aflatoxin analogue 19 was prepared by a direct sequence involving a novel silver-mediated cyclization to 12, the Michael addition of 16 with 17, and the oxidation of the Michael addition adduct. The overall yield of this six-step route is approximately 11%. The pathway is a flexible one that will permit the synthesis of analogues for toxicological analysis.

  DOI：

  10.1021/jo00019a042