cis(3a,8a)-4-hydroxy-2,3,3a,8a-tetrahydro-furanobenzofuran | 135365-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: cis(3a,8a)-4-hydroxy-2,3,3a,8a-tetrahydro-furanobenzofuran
• 英文别名: (3aR,8bS)-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-8-ol
• CAS: 135365-43-4
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: SLFDWLCMVSSZCS-QUBYGPBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3a,5,6,7,8a-hexahydrofuro[2,3-b]benzofuran-4(2H)-one 在 copper dichloride 作用下， 以22%的产率得到cis(3a,8a)-4-hydroxy-2,3,3a,8a-tetrahydro-furanobenzofuran
  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

文献信息

• A direct synthesis of racemic demethoxyaflatoxin B2
  作者：George A. Kraus、Beth E. Johnston、Jacqueline M. Applegate

  DOI：10.1021/jo00019a042

  日期：1991.9

  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.