2-chloro-1,4-diisopropoxy-7,8-methylenedioxyxanthone-3-carboxylic acid methyl ester | 1065246-78-7

• 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: 2-chloro-1,4-diisopropoxy-7,8-methylenedioxyxanthone-3-carboxylic acid methyl ester
• 英文别名: Methyl 9-chloro-11-oxo-7,10-di(propan-2-yloxy)-[1,3]dioxolo[4,5-a]xanthene-8-carboxylate；methyl 9-chloro-11-oxo-7,10-di(propan-2-yloxy)-[1,3]dioxolo[4,5-a]xanthene-8-carboxylate
• CAS: 1065246-78-7
• 化学式: C₂₂H₂₁ClO₈
• 分子量: 448.857
• InChiKey: KNMVHEAMBPUCKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

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 N,N'-dimethylpropylidene urea 为溶剂， 反应 0.67h， 以83%的产率得到2-chloro-1,4-diisopropoxy-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.