7,4'-diacetoxy-5-hydroxyflavone | 857-79-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7,4'-diacetoxy-5-hydroxyflavone
• 英文别名: 7-acetoxy-2-(4-acetoxy-phenyl)-5-hydroxy-chromen-4-one；7-Acetoxy-2-(4-acetoxy-phenyl)-5-hydroxy-chromen-4-on；7-Acetoxy-2-<4-acetoxy-phenyl>-5-hydroxy-chromen-4-on；5-Hydroxy-7,4'-diacetoxy-flavon, 7,4'-Diacetyl-apigenin；5-Hydroxy-4',7-diacetoxy-flavon；5-Hydroxy-7,4'-diacetoxy-flavon；[4-(7-Acetyloxy-5-hydroxy-4-oxochromen-2-yl)phenyl] acetate
• CAS: 857-79-4
• 化学式: C₁₉H₁₄O₇
• 分子量: 354.316
• InChiKey: UXIOECDCVWKHNM-UHFFFAOYSA-N

物化性质

• 熔点：
  192-193 °C
• 沸点：
  560.6±50.0 °C(Predicted)
• 密度：
  1.400±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7,4'-diacetoxy-5-hydroxyflavone 在 三苯基膦 、 偶氮二甲酸二乙酯 、 Eu(fod)3 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 37.0h， 生成 7,4'-diacetoxy-5-hydroxy-6-C-(1,1-dimethylallyl)flavone
  参考文献：
  名称：

  通过对-克莱森-科普重排合成羽扇豆酮

  摘要：

  镧系元素催化的对-Claisen-Cope重排已被用作异戊二烯酮异黄酮卢维特酮的短合成中的关键步骤。将Mitsunobu反应用于酸/碱敏感的乙酰化异黄酮的5- O-异戊烯基化，以得到烯丙基芳基醚前体，然后将其在温和条件下以高产率重排。异黄酮的重排使8-异戊烯黄酮为单一产物，收率良好。

  DOI：

  10.1016/s0040-4020(03)00579-9
• 作为产物：
  描述：

  德国春黄菊油 、 乙酸酐 以82%的产率得到7,4'-diacetoxy-5-hydroxyflavone
  参考文献：
  名称：

  通过对-克莱森-科普重排合成羽扇豆酮

  摘要：

  镧系元素催化的对-Claisen-Cope重排已被用作异戊二烯酮异黄酮卢维特酮的短合成中的关键步骤。将Mitsunobu反应用于酸/碱敏感的乙酰化异黄酮的5- O-异戊烯基化，以得到烯丙基芳基醚前体，然后将其在温和条件下以高产率重排。异黄酮的重排使8-异戊烯黄酮为单一产物，收率良好。

  DOI：

  10.1016/s0040-4020(03)00579-9

文献信息

• Über die Bildung der partiellen Acetate von Flavonen, Flavanonen, Anthrachinonen und dergleichen Verbindungetn
  作者：Masami Simokoriyama

  DOI：10.1246/bcsj.16.284

  日期：1941.8
• WO2006/128169
  申请人：——

  公开号：——

  公开（公告）日：——
• Inhibition of Monocyte Survival, Differentiation, or Proliferation
  申请人：Doseff Andrea

  公开号：US20080200538A1

  公开（公告）日：2008-08-21

  Methods comprising administering to the subject apigenin, an apigenin derivative, apigenin and at least one apigenin derivative, or a combination of apigenin derivatives are provided for treating inflammation in a subject in need of the same.
• DIELS-ALDERASE AND USE THEREOF
  申请人：Peking University

  公开号：US20210147820A1

  公开（公告）日：2021-05-20

  The present invention provides a Diels-Alderase and use thereof, and belongs to the field of gene engineering technology. The Diels-Alderase is MaDA, and its amino acid sequence and gene sequence are represented by SEQ ID Nos. 1 and 2, respectively. The present invention also provides MaDA-1 and MaDA-2, both of which are homologous proteins of MaDA, and their amino acid sequences are represented by SEQ ID Nos. 10 and 12, respectively. The present invention has discovered that MaDA and its homologous proteins from Morus alba can stereospecifically synthesize natural products of endo configuration, and prepare D-A type natural products and their analogs in vitro using chalcones and dehydroprenyl-containing compounds as substrates, which helps to develop and utilize the medicinal value of such natural products, and also provides a possibility to synthesize other six-membered ring-containing important chemical precursors or natural products.
• Synthesis of lupiwighteone via a para-Claisen–Cope rearrangement
  作者：Nawaf Al-Maharik、Nigel P Botting

  DOI：10.1016/s0040-4020(03)00579-9

  日期：2003.6

  lanthanide catalysed para-Claisen–Cope rearrangement has been used as the key step in a short synthesis of the prenylated isoflavone, lupiwighteone. The Mitsunobu reaction was employed for the 5-O-prenylation of the acid/base sensitive acetylated isoflavone to afford the allyl aryl ether precursor, which was then rearranged under mild conditions in good yield. Rearrangement of the isoflavone gave the 8-prenylisoflavone

  镧系元素催化的对-Claisen-Cope重排已被用作异戊二烯酮异黄酮卢维特酮的短合成中的关键步骤。将Mitsunobu反应用于酸/碱敏感的乙酰化异黄酮的5- O-异戊烯基化，以得到烯丙基芳基醚前体，然后将其在温和条件下以高产率重排。异黄酮的重排使8-异戊烯黄酮为单一产物，收率良好。