methyl (3R)-4-(1',5'-dimethoxy-9',10'-anthraquinon-2'-yl)-3-hydroxy-3-methylbutanoate | 157029-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: methyl (3R)-4-(1',5'-dimethoxy-9',10'-anthraquinon-2'-yl)-3-hydroxy-3-methylbutanoate
• CAS: 157029-34-0
• 化学式: C₂₂H₂₂O₇
• 分子量: 398.412
• InChiKey: AVAGKUZNJPAODY-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  99.13
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (3R)-4-(1',5'-dimethoxy-9',10'-anthraquinon-2'-yl)-3-hydroxy-3-methylbutanoate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 fridamycin E methyl ester
  参考文献：
  名称：

  Titanium mediation of aldol reactions in fridamycin and vineomycinone syntheses

  摘要：

  Fridamycin E, derivatives of ent-fridamycin E and enantiopure intermediates for vineomycins have been synthesised using a titanium(IV)-mediated addition of (l)-menthyl acetate to acetonyl-substituted anthrarufin ethers.

  DOI：

  10.1016/s0040-4039(00)76903-6
• 作为产物：
  描述：

  甲醇 、 [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] (3R)-4-(1,5-dimethoxy-9,10-dioxoanthracen-2-yl)-3-hydroxy-3-methylbutanoate 在 potassium carbonate 作用下， 生成 methyl (3R)-4-(1',5'-dimethoxy-9',10'-anthraquinon-2'-yl)-3-hydroxy-3-methylbutanoate
  参考文献：
  名称：

  Titanium mediation of aldol reactions in fridamycin and vineomycinone syntheses

  摘要：

  Fridamycin E, derivatives of ent-fridamycin E and enantiopure intermediates for vineomycins have been synthesised using a titanium(IV)-mediated addition of (l)-menthyl acetate to acetonyl-substituted anthrarufin ethers.

  DOI：

  10.1016/s0040-4039(00)76903-6

文献信息

• Experiments Directed Towards the Synthesis of Anthracyclinones. XXIII. A Synthesis of Fridamycin E
  作者：MG Pausler、PS Rutledge

  DOI：10.1071/ch9942135

  日期：——

  Fridamycin E (1) has been synthesized in six steps from the anthrarufin mono(chloroallyl) ether (10). The synthesis was based on a titanium-mediated aldol-like addition of a (-)- menthyl acetate enolate to the ketone (9). Similar additions to the aldehydes (23) and (25) are reported.

  Fridamycin E (1) 是由蒽醌单（氯烯丙基）醚 (10) 经过六个步骤合成的。该合成基于钛介导的 (-)- 薄荷乙酸酯烯醇与酮的醛醇类加成 (9)。据报道，醛 (23) 和醛 (25) 也有类似的加成反应。
• Titanium mediation of aldol reactions in fridamycin and vineomycinone syntheses
  作者：Gabrielle M. Pausler、Peter S. Rutledge

  DOI：10.1016/s0040-4039(00)76903-6

  日期：1994.5

  Fridamycin E, derivatives of ent-fridamycin E and enantiopure intermediates for vineomycins have been synthesised using a titanium(IV)-mediated addition of (l)-menthyl acetate to acetonyl-substituted anthrarufin ethers.