2-carbomethoxy-1,5-bis(methoxymethoxy)anthracene | 134112-10-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-carbomethoxy-1,5-bis(methoxymethoxy)anthracene
• 英文别名: methyl 1,5-bis(methoxymethoxy)anthracene-2-carboxylate
• CAS: 134112-10-0
• 化学式: C₂₀H₂₀O₆
• 分子量: 356.375
• InChiKey: YBSPSMGNYOPQSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  [1,5-Bis(methoxymethoxy)anthracen-2-yl]-tributylstannane 、 氯甲酸甲酯 在 正丁基锂 作用下， 生成 2-carbomethoxy-1,5-bis(methoxymethoxy)anthracene
  参考文献：
  名称：

  C-Glycosylanthraquinone synthesis: total synthesis of vineomycinone B2 methyl ester

  摘要：

  A synthesis of substituted anthraquinones has been developed. Commercially available anthrarufin and 1,8-dihydroxyanthraquinone were converted to the corresponding (methoxymethoxy)anthracenes. Directed metalation followed by stannylation produced stable intermediates that were either alkylated, arylated, acylated, and/or C-glycosylated. The value of this new methodology was demonstrated by the triply convergent total synthesis of vineomycinone B2 methyl ester, a representative C-glycosylanthraquinone antibiotic.

  DOI：

  10.1021/ja00015a035