2,2-Dimethyl-7-hydroxy-8-methoxy-4-chromanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,2-Dimethyl-7-hydroxy-8-methoxy-4-chromanone
• 英文别名: 7-hydroxy-8-methoxy-2,2-dimethyl-3H-chromen-4-one
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: AKTXZXAASCOAGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-7-hydroxy-8-methoxy-4-chromanone 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 (8-methoxy-2,2-dimethyl-4-oxo-3H-chromen-7-yl) N,N-diethylcarbamimidate
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038
• 作为产物：
  描述：

  7,8-二羟基-2,2-二甲基-2,3-二氢-4H-苯并吡喃-4-酮 生成 2,2-Dimethyl-7-hydroxy-8-methoxy-4-chromanone
  参考文献：
  名称：

  Seboek Peter, Timar Tibor, Eszenyi Tibor, J. Org. Chem, 59 (1994) N 21, S 6318- 6321

  摘要：

  DOI：

文献信息

• Facile Deoxygenation of Hydroxylated Flavonoids by Palladium-Catalysed Reduction of its Triflate Derivatives
  作者：József Kövér、Sándor Antus

  DOI：10.1515/znb-2005-0716

  日期：2005.7.1

  An efficient procedure to deoxygenate hydroxy substituted flavonoids, isoflavonoids and related compounds via their trifluoromethanesulfonates is presented. Their reduction with formic acid in the presence of a catalytic amount of palladium acetate, triethylamine and 1,3-bis(diphenylphosphanyl) propane (dppp) in DMF results in their des-hydroxy derivatives without affecting other functional groups.

  通过使用三氟甲磺酸盐，以催化量的乙酸钯、三乙胺和1,3-双(二苯基膦基)丙烷（dppp）在DMF中，将含羟基的黄酮类化合物、异黄酮类化合物及相关化合物脱氧的高效程序被提出。在甲酸存在下，它们的还原会导致它们的去羟基衍生物，而不影响其他功能团。