3,4-dimethyl-6,8-dimethoxyisocoumarin | 100560-65-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: 3,4-dimethyl-6,8-dimethoxyisocoumarin
• 英文别名: 6,8-Dimethoxy-3,4-dimethylisochromen-1-one
• CAS: 100560-65-4
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: ZUFZXWZYCFWFAL-UHFFFAOYSA-N

物化性质

• 沸点：
  380.9±42.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-dimethyl-6,8-dimethoxyisocoumarin 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 3,4-dihydro-3,4-dimethyl-6,8-dimethoxyisocoumarin
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2
• 作为产物：
  描述：

  5,7-二甲氧基-2,3-二甲基-茚满-1-酮 在 对甲苯磺酸 高氯酸 、 二甲基硫 、 乙酸酐 、 臭氧 作用下， 以 乙酸乙酯 为溶剂， 反应 22.0h， 生成 3,4-dimethyl-6,8-dimethoxyisocoumarin
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2

文献信息

• Triphenylcyclopentadienyl Rhodium Complexes in Catalytic C–H Annulations. Application for Synthesis of Natural Isocoumarins
  作者：Vladimir B. Kharitonov、Dmitry V. Muratov、Yulia V. Nelyubina、Ilya A. Shutkov、Alexey A. Nazarov、Dmitry A. Loginov

  DOI：10.1021/acs.joc.2c02526

  日期：2023.3.3

  Efficient protocols for the synthesis of triphenylcyclopentadienyl rhodium halides [(1,2,4-C5Ph3H2)RhX2]2 (1a,b: X = Cl, I) starting from 1,2,4-triphenylcyclopentadiene or the cyclooctadiene derivative (1,2,4-C5Ph3H2)Rh(cod) (2) were developed. Iodide abstraction from 1b with thallium or silver salts allowed us to prepare rhodocenium [(1,2,4-C5Ph3H2)RhCp]PF6 (3PF6) and mesitylene complex [(1,2,4-C

  从1,2,4-三苯基环戊二烯或_ _ _ _ _ _ _ _开发了环辛二烯衍生物(1,2,4-C 5 Ph 3 H 2 )Rh(cod) ( 2 )。用铊或银盐从1b中提取碘化物使我们能够制备铑 [(1,2,4-C 5 Ph 3 H 2 )RhCp]PF 6 ( 3 PF 6)和均三甲苯络合物[(1,2,4-C 5 Ph 3 H 2 )Rh(均三甲苯)](SbF 6 ) 2 ( 4 (SbF 6 ) 2 )。卤化物1a和b （在 0.5 mol % 负载下）通过 C(sp 2 )-H 活化方法在 C-C、C-O 和 C-N 键的构建中表现出高催化活性。它们的效率在 40 多种多环有机化合物（例如异香豆素和萘，以及异喹啉和二苯并 [ a , f]喹啉鎓盐）。开发的协议容忍范围广泛的功能组。特别是，它们成功地用于原子和步骤经济地合成羟基取代的异香豆素，包括天然产物 oospalactone 7fe。6-或
• Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity
  作者：Takuya Furuta、Yoshiyasu Fukuyama、Yoshinori Asakawa

  DOI：10.1016/s0031-9422(00)85513-2

  日期：1986.1

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.