methyl 4-hydroxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]benzoate | 214280-94-1

• 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-hydroxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]benzoate
• CAS: 214280-94-1
• 化学式: C₁₈H₂₄O₄
• 分子量: 304.386
• InChiKey: BWSKRKPBZJAKFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.06
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 methyl 4-hydroxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]benzoate 在 吡啶 作用下， 反应 18.0h， 以100%的产率得到methyl 4-acetyloxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]benzoate
  参考文献：
  名称：

  Prenylated Benzoic Acids from Rapanea myricoides

  摘要：

  Investigation of leaves from the shrub Rapanea myricoides led to the isolation of two diprenylated benzoic acids. One was the known compound 5-carboxy-7-(3 ",3 "-dimethylallyl)-2-(1'-hydroxy-1',5'-demethylhex-4'-enyl)-2,3-dihydrobenzofuran (1), while the other was assigned as the new diol 2 (3-(2',3'-dihydroxy-3',7'-dimethyloct-6'-enyl)-4-hydroxy-5-(3 ",3 "-dimethylallyl)benzoic acid, myricoidiol). These compounds were initially characterized through analysis of their spectroscopic data and comparison with some simpler synthetic analogues led to the final structure assignment for diol 2.

  DOI：

  10.1021/np980098j
• 作为产物：
  描述：

  (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二乙酯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以48%的产率得到methyl 4-hydroxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]benzoate
  参考文献：
  名称：

  Prenylated Benzoic Acids from Rapanea myricoides

  摘要：

  Investigation of leaves from the shrub Rapanea myricoides led to the isolation of two diprenylated benzoic acids. One was the known compound 5-carboxy-7-(3 ",3 "-dimethylallyl)-2-(1'-hydroxy-1',5'-demethylhex-4'-enyl)-2,3-dihydrobenzofuran (1), while the other was assigned as the new diol 2 (3-(2',3'-dihydroxy-3',7'-dimethyloct-6'-enyl)-4-hydroxy-5-(3 ",3 "-dimethylallyl)benzoic acid, myricoidiol). These compounds were initially characterized through analysis of their spectroscopic data and comparison with some simpler synthetic analogues led to the final structure assignment for diol 2.

  DOI：

  10.1021/np980098j