7-methoxy-3,9-dimethylbenzo[de]chromene | 3540-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-methoxy-3,9-dimethylbenzo[de]chromene
• 英文别名: 7-Methoxy-3,9-dimethyl-1-oxa-phenalen；10-methoxy-4,12-dimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(13),3,5,7,9,11-hexaene
• CAS: 3540-80-5
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: RNNBRRVBJIQOSN-UHFFFAOYSA-N

物化性质

• 沸点：
  382.3±41.0 °C(predicted)
• 密度：
  1.158±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3,9-Dimethyl-benzo[de]chromen-7-ol 、 硫酸二甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 7-methoxy-3,9-dimethylbenzo[de]chromene
  参考文献：
  名称：

  Synthesis and Cytotoxicity of 9‐Substituted Benzo[de]chromene‐7,8‐dione and 5‐Benzyl‐9‐substituted Benzo[de]chromene‐7,8‐dione

  摘要：

  New Mansonone analogues of 9-substitued benzo[ de] chromene-7,8-dione 5b-e and 5-benzyl-9-substitued benzo[ de] chromene-7,8-dione 6a-e were prepared through a modified route. The first step involved a bulky base t-butylamine mediated regioselective deacetylation of 2-substituted-1,4-naphth-diyl diacetate, resulting in obtaining of monoacetate 4-acetate 2 in high yield. The mechanism of cyclization, debenzylation, and oxidation for the formation of 5a - e and 6a - e were discussed. The cytotoxicity of the prepared compounds 5 and 6 were comparable with naturally occurring Mansonone F.

  DOI：

  10.1080/00397910600764683