7,8-dihydroxy-3-(3',4',5'-trimethoxyphenyl)-2H-chromen-2-one | 894807-03-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7,8-dihydroxy-3-(3',4',5'-trimethoxyphenyl)-2H-chromen-2-one
• 英文别名: 7,8-Dihydroxy-3-(3,4,5-trimethoxyphenyl)-2H-1-benzopyran-2-one；7,8-dihydroxy-3-(3,4,5-trimethoxyphenyl)chromen-2-one
• CAS: 894807-03-5
• 化学式: C₁₈H₁₆O₇
• 分子量: 344.321
• InChiKey: RDGJFAYBMPWVCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7,8-dihydroxy-3-(3',4',5'-trimethoxyphenyl)-2H-chromen-2-one 、 四乙二醇二对甲苯磺酸酯 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 生成 19-(3,4,5-Trimethoxyphenyl)-2,5,8,11,14,17-hexaoxatricyclo[13.8.0.016,21]tricosa-1(15),16(21),19,22-tetraen-18-one
  参考文献：
  名称：

  一系列新的15-冠-5肉桂酸甲酯衍生物的合成和光谱表征

  摘要：

  合成了一系列新的15-crown-5的肉桂酸甲酯衍生物。肉桂酸甲酯的衍生物已经通过由相应的色酮-冠状醚以MeONa / MeOH或KOH，CH 3 I和DMSO作为溶剂的合成来制备。通过元素分析，IR，1 H NMR和MALDI-TOF对新型化合物进行了表征。J.杂环化​​学。，46，567（2009）。

  DOI：

  10.1002/jhet.90
• 作为产物：
  描述：

  [8-Acetyloxy-2-oxo-3-(3,4,5-trimethoxyphenyl)chromen-7-yl] acetate 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以85%的产率得到7,8-dihydroxy-3-(3',4',5'-trimethoxyphenyl)-2H-chromen-2-one
  参考文献：
  名称：

  Hydroxyl Substitutional Effect on Selective Synthesis of cis, trans Stilbenes and 3-Arylcoumarins Through Perkin Condensation

  摘要：

  The substitutional effect in the selective synthesis of cis, trans stilbenes and 3-arylcoumarins has been described. The regio- and geometrical selectivity for synthesis of stilbene derivatives under the Perkin strategy strongly depends on the presence or absence of hydroxyl group as well as their positions in the phenyl ring. As a result, practical synthetic strategies were established for preparing various natural stilbenes including combretastatin A-4, pterostilbene, and resveratrol with satisfactory yields (49.2-63.7%).

  DOI：

  10.1080/00397911.2010.538889

文献信息

• Synthesis of Some Benzo-14-crown-4 Ethers Substituted to 7,8-Dihydroxy-3-phenylcoumarin Derivatives
  作者：Ümit Salan、Mustafa Bulut

  DOI：10.3987/com-05-10581

  日期：——

  7,8-Dihydroxy-3-phenylcoumarin derivatives reacted with 1,2-bis-(3-tosyloxypropoxy)benzene in CH3CN/alkali carbonate to furnish 3-phenylchromenone-14-crown-4 ether derivatives, which were identified with elemental analysis, IR, H-1 NMR, C-13 NMR and MS spectroscopy.
• Hydroxyl Substitutional Effect on Selective Synthesis of <i>cis, trans</i> Stilbenes and 3-Arylcoumarins Through Perkin Condensation
  作者：Chun-Fen Xiao、Yong Zou、Jian-Li Du、Hong-Yi Sun、Xian-Ke Liu

  DOI：10.1080/00397911.2010.538889

  日期：2012.5.1

  The substitutional effect in the selective synthesis of cis, trans stilbenes and 3-arylcoumarins has been described. The regio- and geometrical selectivity for synthesis of stilbene derivatives under the Perkin strategy strongly depends on the presence or absence of hydroxyl group as well as their positions in the phenyl ring. As a result, practical synthetic strategies were established for preparing various natural stilbenes including combretastatin A-4, pterostilbene, and resveratrol with satisfactory yields (49.2-63.7%).
• Synthesis and spectral characterization of a novel series of methylcinnamate derivatives of 15-crown-5
  作者：Cihan Gündüz、Ümit Salan、Mustafa Bulut

  DOI：10.1002/jhet.90

  日期：2009.5

  A series of novel methylcinnamate derivatives of 15-crown-5 have been synthesized. The derivatives of methylcinnamate have been prepared by a synthesis from the corresponding chromenone-crown ether with MeONa/MeOH or KOH, CH3I, and DMSO as solvent. Novel compounds were characterized by elemental analysis, IR, 1H NMR, and MALDI-TOF. J. Heterocyclic Chem., 46, 567 (2009).

  合成了一系列新的15-crown-5的肉桂酸甲酯衍生物。肉桂酸甲酯的衍生物已经通过由相应的色酮-冠状醚以MeONa / MeOH或KOH，CH 3 I和DMSO作为溶剂的合成来制备。通过元素分析，IR，1 H NMR和MALDI-TOF对新型化合物进行了表征。J.杂环化​​学。，46，567（2009）。