methyl (E)-4-[(1,3-dihydro-7-methoxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoate | 1065231-04-0

• 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: methyl (E)-4-[(1,3-dihydro-7-methoxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoate
• 英文别名: methyl (E)-4-[(7-methoxy-4,6-dimethyl-1-oxo-3H-2-benzofuran-5-yl)oxy]-2-methylbut-2-enoate
• CAS: 1065231-04-0
• 化学式: C₁₇H₂₀O₆
• 分子量: 320.342
• InChiKey: XGZLERIDBYUOPW-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (E)-4-[(1,3-dihydro-7-methoxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoate 在 magnesium iodide 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.5h， 以60%的产率得到methyl (E)-4-[(1,3-dihydro-7-hydroxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoate
  参考文献：
  名称：

  Synthesis of novel antifungal phthalides produced by a wheat rhizosphere fungus

  摘要：

  Two antifungal phthalides produced by a wheat rhizosphere fungus have been synthesized using the Alder-Rickert reaction to construct their common isobenzofuranone core structure. The absolute configuration of one of the two phthalides has been determined to be S by synthesizing its (S)- and (R)-enantiomer and comparing their optical rotations with that of the natural product. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.023
• 作为产物：
  描述：

  5-hydroxy-7-methoxy-4,5-dimethyl-1(3H)-isobenzofuranone 、 methyl (E)-4-bromo-2-methylbut-2-enoate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以99%的产率得到methyl (E)-4-[(1,3-dihydro-7-methoxy-4,6-dimethyl-1-oxo-5-isobenzofuranyl)oxy]-2-methyl-2-butenoate
  参考文献：
  名称：

  Synthesis of novel antifungal phthalides produced by a wheat rhizosphere fungus

  摘要：

  Two antifungal phthalides produced by a wheat rhizosphere fungus have been synthesized using the Alder-Rickert reaction to construct their common isobenzofuranone core structure. The absolute configuration of one of the two phthalides has been determined to be S by synthesizing its (S)- and (R)-enantiomer and comparing their optical rotations with that of the natural product. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.023