2,4-Dimethoxy-3-isopropyl-6-<(3,5-dimethoxyphenyl)-methyl>-benzoic acid | 167961-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-Dimethoxy-3-isopropyl-6-<(3,5-dimethoxyphenyl)-methyl>-benzoic acid
• 英文别名: 2,4-Dimethoxy-3-isopropyl-6-[(3,5-dimethoxyphenyl)-methyl]-benzoic acid；6-[(3,5-dimethoxyphenyl)methyl]-2,4-dimethoxy-3-propan-2-ylbenzoic acid
• CAS: 167961-22-0
• 化学式: C₂₁H₂₆O₆
• 分子量: 374.434
• InChiKey: WDXRSUTUGPXFKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-Dimethoxy-3-isopropyl-6-<(3,5-dimethoxyphenyl)-methyl>-benzoic acid 在 氢碘酸 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 3.5h， 生成 1,3,6,8-Tetramethoxy-2-isopropyl-anthrone
  参考文献：
  名称：

  Syntheses, constitutions and properties of stentorin and isostentorin

  摘要：

  Stentorin and Isostentorin were synthesized from 2-isopropyl-1,3,6,8-tetrahydroxyanthrone by dimerization and chromatographic separation of the resulting regioisomers. The anthrone was prepared in four steps starting from easily available properly substituted benzene derivatives; the overall yield of the stentorins was 11%. The constitutions of stentorin and isostentorin could be unequivocally assigned from the H-1 NMR spectra of their potassium salts and were found to be in agreement with those derived recently by means of a rational synthesis. The spectroscopic, dissociation, and acid-base properties in ground and excited states as well as the chiroptical properties of the human serum albumin complexes were investigated and discussed comparing them with respective data of hypericin, fringelite D, and the natural Stenter pigment.

  DOI：

  10.1007/bf00807060
• 作为产物：
  描述：

  1,3-二甲氧基-2-(1-甲基乙基)苯 在 palladium on activated charcoal potassium permanganate 、 氯化亚砜 、 四甲基乙二胺 、 氢气 、 叔丁基锂 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙醚 、 溶剂黄146 、 丙酮 、 苯 为溶剂， -80.0~70.0 ℃ 、100.0 kPa 条件下， 反应 27.75h， 生成 2,4-Dimethoxy-3-isopropyl-6-<(3,5-dimethoxyphenyl)-methyl>-benzoic acid
  参考文献：
  名称：

  Syntheses, constitutions and properties of stentorin and isostentorin

  摘要：

  Stentorin and Isostentorin were synthesized from 2-isopropyl-1,3,6,8-tetrahydroxyanthrone by dimerization and chromatographic separation of the resulting regioisomers. The anthrone was prepared in four steps starting from easily available properly substituted benzene derivatives; the overall yield of the stentorins was 11%. The constitutions of stentorin and isostentorin could be unequivocally assigned from the H-1 NMR spectra of their potassium salts and were found to be in agreement with those derived recently by means of a rational synthesis. The spectroscopic, dissociation, and acid-base properties in ground and excited states as well as the chiroptical properties of the human serum albumin complexes were investigated and discussed comparing them with respective data of hypericin, fringelite D, and the natural Stenter pigment.

  DOI：

  10.1007/bf00807060

文献信息

• A Facile Synthesis of Stentorin, the Photoreceptor of Stentor coeruleus
  作者：H Iio

  DOI：10.1016/00404-0399(50)11425-

  日期：1995.8.14

  Stentorin, a protozoan photoreceptor, was effectively synthesized via the Ullmann coupling reaction of 5-bromo-2-isopropyl-1,3,6,8-tetramethoxyanthraquinone which was prepared from 3-iso-propyl-2,4-dimethoxy-6-(3,5-dimethoxybenzyl)benzoic acid via intramolecular Friedel-Crafts reaction and regioselective bromination.
• Syntheses, constitutions and properties of stentorin and isostentorin
  作者：H. Falk、E. Mayr

  DOI：10.1007/bf00807060

  日期：1995.12

  Stentorin and Isostentorin were synthesized from 2-isopropyl-1,3,6,8-tetrahydroxyanthrone by dimerization and chromatographic separation of the resulting regioisomers. The anthrone was prepared in four steps starting from easily available properly substituted benzene derivatives; the overall yield of the stentorins was 11%. The constitutions of stentorin and isostentorin could be unequivocally assigned from the H-1 NMR spectra of their potassium salts and were found to be in agreement with those derived recently by means of a rational synthesis. The spectroscopic, dissociation, and acid-base properties in ground and excited states as well as the chiroptical properties of the human serum albumin complexes were investigated and discussed comparing them with respective data of hypericin, fringelite D, and the natural Stenter pigment.