1,5-Bis(methoxymethoxy)anthracene | 121564-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,5-Bis(methoxymethoxy)anthracene
• CAS: 121564-41-8
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ICGAFZNGXHOHMX-UHFFFAOYSA-N

物化性质

• 熔点：
  130-133 °C
• 沸点：
  476.9±35.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-Bis(methoxymethoxy)anthracene 在 钯 Bu₃SnCl₂ 、 碘 、 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 1,5-bis(methoxymethoxy)-2-phenylanthracene
  参考文献：
  名称：

  A bifunctional anthraquinone synthon

  摘要：

  DOI：

  10.1016/s0040-4039(00)88472-5
• 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 3.17h， 生成 1,5-Bis(methoxymethoxy)anthracene
  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

• Anthradifuran, a Furan Analogue of Pentacene, and Its Isomers, Exhibiting Solid-state Photoluminescence
  作者：Hayato Tsuji、Kazutaka Shoyama、Eiichi Nakamura

  DOI：10.1246/cl.2012.957

  日期：2012.9.5

  We have synthesized diphenyl-substituted anthra[2,3-b:6,7-b′]difuran, a furan analogue of pentacene, together with its isomers, anthra[2,1-b:6,5-b′]difuran and anthra[1,2-b:5,6-b′]difuran. These compounds are stable in the solid state with high decomposition temperatures. They are luminescent in the solid state with a quantum yield of 0.093–0.23.

  我们合成了二苯基取代的蒽[2,3-b:6,7-b′]二呋喃（一种五碳烯的呋喃类似物）及其异构体蒽[2,1-b:6,5-b′]二呋喃和蒽[1,2-b:5,6-b′]二呋喃。这些化合物固态稳定，分解温度高。它们在固态下发光，量子产率为 0.093-0.23。
• Synthesis and Bioactivities of Naturally Occurring Anthraquinones: Isochrysophanol, Isozyganein, ω-Hydroxyisochrysophanol and Morindaparvin
  作者：Javed H. Zaidi、Fazal Naeem、Rashid Iqbal、Mohammed Iqbal Choudhary、Khalid Mohammed Khan、Shahnaz Perveen、Syed T. Ali Shah、Safdar Hayat、Wolfgang Voelter

  DOI：10.1515/znb-2001-0717

  日期：2001.7.1

  Isochrysophanol, isozyganein, ω-hydroxyisochrysophanol, and morindaparvin are naturally occurring substituted anthraquinones. We report the synthesis of these compounds as well as selected biological activities.

  异黄酚、isozyganein、ω-羟基异黄酚和morindaparvin 是天然存在的取代蒽醌。我们报告了这些化合物的合成以及选定的生物活性。
• Ito, Satoshi; Murashima, Takashi; Ono, Noboru, Journal of the Chemical Society. Perkin transactions I, 1997, # 21, p. 3161 - 3165
  作者：Ito, Satoshi、Murashima, Takashi、Ono, Noboru

  DOI：——

  日期：——
• 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：——
• C-Glycosylanthraquinone synthesis: total synthesis of vineomycinone B2 methyl ester
  作者：Marcus A. Tius、Jorge Gomez-Galeno、Xue Qin Gu、Javid H. Zaidi

  DOI：10.1021/ja00015a035

  日期：1991.7

  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.