Methyl 6-Hydroxy-4-methoxy-2,3-dimethylbenzoate | 101909-27-7

• 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: Methyl 6-Hydroxy-4-methoxy-2,3-dimethylbenzoate
• CAS: 101909-27-7
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: KTXMGMJNOCAWNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 6-Hydroxy-4-methoxy-2,3-dimethylbenzoate 在 三溴化硼 、 四氯化钛 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 33.0h， 生成 pseudocyphellarin A
  参考文献：
  名称：

  假单胞菌A和B，地衣假单胞菌

  摘要：

  地衣假单胞菌内生二种假二胞菌假单胞菌素A和B的合成

  DOI：

  10.1002/hlca.19850680720
• 作为产物：
  描述：

  formyl-3-hydroxy-6-methoxy-4-methyl-2-benzoate de methyle 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以99%的产率得到Methyl 6-Hydroxy-4-methoxy-2,3-dimethylbenzoate
  参考文献：
  名称：

  假单胞菌A和B，地衣假单胞菌

  摘要：

  地衣假单胞菌内生二种假二胞菌假单胞菌素A和B的合成

  DOI：

  10.1002/hlca.19850680720

文献信息

• Synthesis of Tetra- and Pentasubstituted Benzenes from Dimedone and Derivatives
  作者：Peter H. Nelson、Janis T. Nelson

  DOI：10.1055/s-1992-26360

  日期：——

  Treatment of dimedone (5,5-dimethylcyclohexane-1,3-dione) and derivatives with one molar equivalent of sulfuric acid in trifluoroacetic anhydride leads, via sulfonation and a 1,2-methyl group migration, to a variety of dimethylresorcinol derivatives. The reaction has been performed on substrates bearing ester, alkoxy, halo and amino substituents to produce a variety of polysubstituted benzenes. Transient sulfonated intermediates were observed by NMR.

  对二美噻（5,5-二甲基环己烷-1,3-二酮）及其衍生物与一摩尔当量的硫酸在三氟乙酸酐中反应，通过磺化和1,2-甲基基团迁移，可以生成多种二甲基水杨醇衍生物。该反应已在带有酯、醚、卤素和氨基取代基的底物上进行，以生成多种多取代苯。通过核磁共振（NMR）观察到了暂态磺化中间体。
• Structure−Activity Relationships for Inhibition of Inosine Monophosphate Dehydrogenase by Nuclear Variants of Mycophenolic Acid
  作者：Peter H. Nelson、Stephen F. Carr、Bruce H. Devens、Elsie M. Eugui、Fidencio Franco、Carlos Gonzalez、Ronald C. Hawley、David G. Loughhead、David J. Milan、Eva Papp、John W. Patterson、Sussan Rouhafza、Eric B. Sjogren、David B. Smith、Rebecca A. Stephenson、Francisco X. Talamas、Ann-Marie Waltos、Robert J. Weikert、John C. Wu

  DOI：10.1021/jm9603633

  日期：1996.1.1

  Structure-activity relationships in the region of the phthalide ring of the inosine monophosphate dehydrogenase inhibitor mycophenolic acid have been explored. Replacement of the lactone ring with other cyclic moieties resulted in loss of potency, especially for larger groups. Replacement of the ring by acyclic substituents also indicated a strong sensitivity to steric bulk. A phenolic hydroxyl group, with an adjacent hydrogen bond acceptor, was found to be essential for high potency. The aromatic methyl group was essential for activity; the methoxyl group could be replaced by ethyl to give a compound with 2-4 times the potency of mycophenolic acid in vitro and in vivo.