2-(7-Methoxy-5-methyl-1,3-dihydro-2-benzofuran-1-yl)benzene-1,3-diol | 1174219-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 2-(7-Methoxy-5-methyl-1,3-dihydro-2-benzofuran-1-yl)benzene-1,3-diol
• 英文别名: 2-(7-methoxy-5-methyl-1,3-dihydro-2-benzofuran-1-yl)benzene-1,3-diol
• CAS: 1174219-72-7
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: DCKHETBMHSYVPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  C₁₆H₁₄O₅ 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以50%的产率得到2-(7-Methoxy-5-methyl-1,3-dihydro-2-benzofuran-1-yl)benzene-1,3-diol
  参考文献：
  名称：

  A synthetic route to 1,3-dihydroisobenzofuran natural products: the synthesis of methyl ethers of pestacin

  摘要：

  A synthetic route to 1-(2,6-dihydroxyphenyl)phthalan natural products is described. It is typified by the synthesis of permethyl and monomethyl ethers (21 and 22) of pestacin (1), a 1,3-dihydroisobenzofuran natural product. The key step is hydrodeoxygenation of the corresponding isobenzofuranone 19 in 2 steps: reduction and intramolecular etherification. A route involving hydrodesulfurization of a thionophthalide to a phthalan (e.g., 8) is also reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.079

文献信息

• A synthetic route to 1,3-dihydroisobenzofuran natural products: the synthesis of methyl ethers of pestacin
  作者：Raju Karmakar、Pallab Pahari、Dipakranjan Mal

  DOI：10.1016/j.tetlet.2009.04.079

  日期：2009.7

  A synthetic route to 1-(2,6-dihydroxyphenyl)phthalan natural products is described. It is typified by the synthesis of permethyl and monomethyl ethers (21 and 22) of pestacin (1), a 1,3-dihydroisobenzofuran natural product. The key step is hydrodeoxygenation of the corresponding isobenzofuranone 19 in 2 steps: reduction and intramolecular etherification. A route involving hydrodesulfurization of a thionophthalide to a phthalan (e.g., 8) is also reported. (C) 2009 Elsevier Ltd. All rights reserved.