methyl 4-(1,3-dihydro-4,6-dimethoxy-3-oxo-1-isobenzofuranyl)-3,5-dimethoxybenzoate | 959981-93-2

• 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: methyl 4-(1,3-dihydro-4,6-dimethoxy-3-oxo-1-isobenzofuranyl)-3,5-dimethoxybenzoate
• 英文别名: methyl 4-(4,6-dimethoxy-3-oxo-1H-2-benzofuran-1-yl)-3,5-dimethoxybenzoate
• CAS: 959981-93-2
• 化学式: C₂₀H₂₀O₈
• 分子量: 388.374
• InChiKey: ZXUSFNVFWVMJOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 4-(1,3-dihydro-4,6-dimethoxy-3-oxo-1-isobenzofuranyl)-3,5-dimethoxybenzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以35 mg的产率得到(2-Hydroxymethyl-3,5-dimethoxy-phenyl)-(4-hydroxymethyl-2,6-dimethoxy-phenyl)-methanol
  参考文献：
  名称：

  Cryphonectric Acid and Other Minor Metabolites from a Hypovirulent Strain of Cryphonectria parasitica

  摘要：

  Investigations carried out on secondary metabolites produced in culture by a hypovirulent strain of Cryphonectria parasitica allowed the isolation of several compounds which were characterized by NMR analysis and derivatization reactions. The most abundant metabolite was a new compound, called cryphonectric acid (1). Other metabolites were diaporthin, the only known phytotoxic compound isolated from both virulent and hypovirulent strains of C. parasitica, (+)-orthosporin, and L-p-hydroxyphenyllactic acid (HOPLA). Root growth activity of the purified compounds was evaluated both on tomato seedlings and maize subapical segments.

  DOI：

  10.1021/np0103012
• 作为产物：
  描述：

  重氮甲烷 、 cryphonectric acid 以 甲醇 、 二氯甲烷 为溶剂， 生成 methyl 4-(1,3-dihydro-4,6-dimethoxy-3-oxo-1-isobenzofuranyl)-3,5-dimethoxybenzoate
  参考文献：
  名称：

  Cryphonectric Acid and Other Minor Metabolites from a Hypovirulent Strain of Cryphonectria parasitica

  摘要：

  Investigations carried out on secondary metabolites produced in culture by a hypovirulent strain of Cryphonectria parasitica allowed the isolation of several compounds which were characterized by NMR analysis and derivatization reactions. The most abundant metabolite was a new compound, called cryphonectric acid (1). Other metabolites were diaporthin, the only known phytotoxic compound isolated from both virulent and hypovirulent strains of C. parasitica, (+)-orthosporin, and L-p-hydroxyphenyllactic acid (HOPLA). Root growth activity of the purified compounds was evaluated both on tomato seedlings and maize subapical segments.

  DOI：

  10.1021/np0103012

文献信息

• Regiospecific synthesis of 3-(2,6-dihydroxyphenyl)phthalides: application to the synthesis of isopestacin and cryphonectric acid
  作者：Dipakranjan Mal、Pallab Pahari、Saroj Ranjan De

  DOI：10.1016/j.tet.2007.08.048

  日期：2007.11

  DBU catalyzed condensation of phthalaldehydic acids and 1,3-diketones has been developed to be a general method for the synthesis of 3-substituted phthalides. This method, in combination with mercuric acetate mediated oxidative aromatization has been utilized for the regiospecific synthesis of isopestacin (9) and cryphonectric acid (10).

  已经开发出DBU催化的邻苯二甲酸和1，3-二酮的缩合反应，是合成3-取代的邻苯二甲酸酯的通用方法。该方法与乙酸汞介导的氧化芳构化相结合，已被用于异雌霉素（9）和冷柠檬酸（10）的区域特异性合成。

表征谱图