1,4-dichloro-2-isopropoxy-7,8-methylenedioxyxanthone-3-carboxylic acid methyl ester | 1065246-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1,4-dichloro-2-isopropoxy-7,8-methylenedioxyxanthone-3-carboxylic acid methyl ester
• 英文别名: Methyl 7,10-dichloro-11-oxo-9-propan-2-yloxy-[1,3]dioxolo[4,5-a]xanthene-8-carboxylate；methyl 7,10-dichloro-11-oxo-9-propan-2-yloxy-[1,3]dioxolo[4,5-a]xanthene-8-carboxylate
• CAS: 1065246-79-8
• 化学式: C₁₉H₁₄Cl₂O₇
• 分子量: 425.222
• InChiKey: PSHWWCQJDCXRBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,5-dichloro-4-(5-hydroxy-benzo[1,3]dioxole-4-carbonyl)-3,6-diisopropoxy-benzoic acid methyl ester 在 caesium carbonate 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 70.0h， 生成 1,4-dichloro-2-isopropoxy-7,8-methylenedioxyxanthone-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Solvent-Controlled Leaving-Group Selectivity in Aromatic Nucleophilic Substitution

  摘要：

  A solvent-controlled inversion of leaving group ability allows selective access to either of two internal substitution products in SNAr reactions of substrates with competing leaving groups. Application of this principle in a selective synthesis of the highly functionalized xanthone core of the antibiotic FD-594 is presented.

  DOI：

  10.1021/ol801962a

文献信息

• Solvent-Controlled Leaving-Group Selectivity in Aromatic Nucleophilic Substitution
  作者：Lukas Hintermann、Ritsuki Masuo、Keisuke Suzuki

  DOI：10.1021/ol801962a

  日期：2008.11.6

  A solvent-controlled inversion of leaving group ability allows selective access to either of two internal substitution products in SNAr reactions of substrates with competing leaving groups. Application of this principle in a selective synthesis of the highly functionalized xanthone core of the antibiotic FD-594 is presented.