2-benzyl-1,3-dimethoxyanthraquinone | 146563-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-benzyl-1,3-dimethoxyanthraquinone
• 英文别名: 2-Benzylxanthopurpurin-dimethylether；2-Benzyl-1,3-dimethoxyanthracene-9,10-dione；2-benzyl-1,3-dimethoxyanthracene-9,10-dione
• CAS: 146563-73-7
• 化学式: C₂₃H₁₈O₄
• 分子量: 358.394
• InChiKey: BTSRLLPFLMVNSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯-1,4-萘醌 、 2-benzyl-1,3-dimethoxy-1-trimethylsiloxy-1,3-butadiene 以 苯 为溶剂， 以70%的产率得到2-benzyl-1-hydroxy-3-methoxy-9,10-anthraquinone
  参考文献：
  名称：

  An integrated approach to the synthesis of contiguously substituted xanthopurpurins, pachybasins and purpurins.

  摘要：

  Alkylation, hydroxyalkylation and acylation of 3-methyl-, 3-methoxy- and 3,4-dimethoxycrotonates can be induced to occur exclusively in the alpha-Position. Conversion of the products to dienes then provides, through cycloaddition, a wide variety of substitution patterns. This approach is illustrated by simplified syntheses of a number of naturally occurring quinones and confirms the structures proposed for vismiaquinone C, 7-geranylemodin, cinnalutein, 4,5-dihydroxydigitolutein, 2-hydroxyislandicin 1-methyl ether and calyculatone 1-methyl ether.

  DOI：

  10.1016/s0040-4020(01)80322-7

文献信息

• An integrated approach to the synthesis of contiguously substituted xanthopurpurins, pachybasins and purpurins.
  作者：Brigitte Caron、Paul Brassard

  DOI：10.1016/s0040-4020(01)80322-7

  日期：1993.1

  Alkylation, hydroxyalkylation and acylation of 3-methyl-, 3-methoxy- and 3,4-dimethoxycrotonates can be induced to occur exclusively in the alpha-Position. Conversion of the products to dienes then provides, through cycloaddition, a wide variety of substitution patterns. This approach is illustrated by simplified syntheses of a number of naturally occurring quinones and confirms the structures proposed for vismiaquinone C, 7-geranylemodin, cinnalutein, 4,5-dihydroxydigitolutein, 2-hydroxyislandicin 1-methyl ether and calyculatone 1-methyl ether.