1,5-bis(methoxymethoxy)-2-phenylanthracene | 121564-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,5-bis(methoxymethoxy)-2-phenylanthracene
• CAS: 121564-47-4
• 化学式: C₂₄H₂₂O₄
• 分子量: 374.436
• InChiKey: CQFXGEMDLHNBOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,5-bis(methoxymethoxy)-2-phenylanthracene 、 氯甲酸甲酯 在 正丁基锂 、 四甲基乙二胺 作用下， 生成 methyl 1,5-bis(methoxymethoxy)-6-phenylanthracene-2-carboxylate
  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
• 作为产物：
  描述：

  [1,5-Bis(methoxymethoxy)anthracen-2-yl]-tributylstannane 在 bis-triphenylphosphine-palladium(II) chloride 、 碘 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 1,5-bis(methoxymethoxy)-2-phenylanthracene
  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

文献信息

• A bifunctional anthraquinone synthon
  作者：Marcus A Tius、Jorge Gomez-Galeno、Javid H Zaidi

  DOI：10.1016/s0040-4039(00)88472-5

  日期：1988.1
• TIUS, MARCUS A.;GOMEZ-GALENO, JORGE;ZAIDI, JAVID H., TETRAHEDRON LETT., 29,(1988) N 52, C. 6909-6912
  作者：TIUS, MARCUS A.、GOMEZ-GALENO, JORGE、ZAIDI, JAVID H.

  DOI：——

  日期：——