3-((tert-butyldimethylsilyl)ethynyl)-9-hydroxy-2-((methoxymethoxy)methyl)-1,4-anthraquinone | 1239333-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-((tert-butyldimethylsilyl)ethynyl)-9-hydroxy-2-((methoxymethoxy)methyl)-1,4-anthraquinone
• 英文别名: 2-[2-[Tert-butyl(dimethyl)silyl]ethynyl]-9-hydroxy-3-(methoxymethoxymethyl)anthracene-1,4-dione
• CAS: 1239333-72-2
• 化学式: C₂₅H₂₈O₅Si
• 分子量: 436.58
• InChiKey: PNSGNBKMWHNPPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((tert-butyldimethylsilyl)ethynyl)-9-hydroxy-2-((methoxymethoxy)methyl)-1,4-anthraquinone 在 ruthenium trichloride 、 sodium periodate 、 水 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 0.25h， 以33%的产率得到(2R,3S)-2-[2-[tert-butyl(dimethyl)silyl]ethynyl]-2,3,9-trihydroxy-3-(methoxymethoxymethyl)anthracene-1,4-dione
  参考文献：
  名称：

  Synthetic Studies on Lactonamycins: Synthesis of the Model BCDEF Aglycon

  摘要：

  The lactonamycin model aglycon 4 was synthesized from the trihalogenated benzene derivative 10. Ethynyltetraol 6 was prepared from 10 via carbon elongations, oxidative demethylation, a cycloaddition reaction with the diene derived from homophthalic anhydride, and dihydroxylation. Final E- and F-ring constructions from 6 were realized via a palladium-catalyzed cyclization-methoxycarbonylation, a stereoselective methanol addition, and lactonization, leading to the production of 4.

  DOI：

  10.1021/jo100913s
• 作为产物：
  描述：

  3-[2-[Tert-butyl(dimethyl)silyl]ethynyl]-5-chloro-2-(methoxymethoxymethyl)cyclohexa-2,5-diene-1,4-dione 、 高邻苯二甲酸酐 在 lithium diisopropyl amide 、 水 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.08h， 以58%的产率得到3-((tert-butyldimethylsilyl)ethynyl)-9-hydroxy-2-((methoxymethoxy)methyl)-1,4-anthraquinone
  参考文献：
  名称：

  Synthetic Studies on Lactonamycins: Synthesis of the Model BCDEF Aglycon

  摘要：

  The lactonamycin model aglycon 4 was synthesized from the trihalogenated benzene derivative 10. Ethynyltetraol 6 was prepared from 10 via carbon elongations, oxidative demethylation, a cycloaddition reaction with the diene derived from homophthalic anhydride, and dihydroxylation. Final E- and F-ring constructions from 6 were realized via a palladium-catalyzed cyclization-methoxycarbonylation, a stereoselective methanol addition, and lactonization, leading to the production of 4.

  DOI：

  10.1021/jo100913s