1,3,8-trimethoxy-6-[(trimethylsilylethoxycarbonyl)amino]-9,10-anthraquinone | 883125-68-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,3,8-trimethoxy-6-[(trimethylsilylethoxycarbonyl)amino]-9,10-anthraquinone
• 英文别名: 2-trimethylsilylethyl N-(4,5,7-trimethoxy-9,10-dioxoanthracen-2-yl)carbamate
• CAS: 883125-68-6
• 化学式: C₂₃H₂₇NO₇Si
• 分子量: 457.555
• InChiKey: ZIGTYKAWIYNICF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3,8-trimethoxy-6-[(trimethylsilylethoxycarbonyl)amino]-9,10-anthraquinone 在 氢氧化钾 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 13.0h， 生成 1,3-dimethoxy-8-hydroxy-6-amino-9,10-anthraquinone
  参考文献：
  名称：

  An Efficient Route to Emodic Amine and Analogous O-Methyl Protected Derivatives Starting from Emodin

  摘要：

  Emodic amine could be synthesized in a five-step approach in excellent overall yield by following a modified Curtius rearrangement strategy, starting from the naturally occurring emodin. This unique emodin derived 6-amino substituted polyhydroxylated anthraquinone may serve as a promising synthon for a new class of amino functionalized photodynamically active hypericin derivatives. In addition, the partially O-methyl protected 6-amino- and 6-carboxy-anthraquinones could be synthesized in high yields via selective O-methyl ether cleavage from the corresponding tri-O-methyl derivatives.

  DOI：

  10.1007/s00706-005-0350-7
• 作为产物：
  描述：

  4,5,7-trimethoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.75h， 生成 1,3,8-trimethoxy-6-[(trimethylsilylethoxycarbonyl)amino]-9,10-anthraquinone
  参考文献：
  名称：

  An Efficient Route to Emodic Amine and Analogous O-Methyl Protected Derivatives Starting from Emodin

  摘要：

  Emodic amine could be synthesized in a five-step approach in excellent overall yield by following a modified Curtius rearrangement strategy, starting from the naturally occurring emodin. This unique emodin derived 6-amino substituted polyhydroxylated anthraquinone may serve as a promising synthon for a new class of amino functionalized photodynamically active hypericin derivatives. In addition, the partially O-methyl protected 6-amino- and 6-carboxy-anthraquinones could be synthesized in high yields via selective O-methyl ether cleavage from the corresponding tri-O-methyl derivatives.

  DOI：

  10.1007/s00706-005-0350-7