1-[3,6-dimethoxy-2-(methoxymethoxy)phenyl]-1-hydroxy-4-[2-(methoxymethoxy)phenyl]butan-2-one | 914604-26-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[3,6-dimethoxy-2-(methoxymethoxy)phenyl]-1-hydroxy-4-[2-(methoxymethoxy)phenyl]butan-2-one
• CAS: 914604-26-5
• 化学式: C₂₂H₂₈O₈
• 分子量: 420.46
• InChiKey: MQMNURGMWDEKAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-[3,6-dimethoxy-2-(methoxymethoxy)phenyl]-1-hydroxy-4-[2-(methoxymethoxy)phenyl]butan-2-one 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 trans-4,7-dimethoxy-3',4'-dihydro-3H-spiro[1-benzofuran-2,2'-chromen]-3-ol 、 cis-4,7-dimethoxy-3',4'-dihydro-3H-spiro[1-benzofuran-2,2'-chromen]-3-ol
  参考文献：
  名称：

  Synthesis of Bisbenzannulated SpiroketalsModel Studies for a Modular Approach to Rubromycins

  摘要：

  [GRAPHICS]A highly flexible synthesis of bisbenzannulated spiroketals is described with additions of lithiated methoxyallene to aryl aldehydes and Heck reactions as key steps. Subsequent hydrogenations and ketalizations afforded the desired spiroketals in good yields and with predominating trans-configuration. With model compound 30, already bearing the fully substituted naphthyl core of rubromycins, the ketalization proceeded efficiently providing the expected product 31 and the isopropoxy compound 32. Both products are advanced model compounds of heliquinomycin.

  DOI：

  10.1021/ol061932w
• 作为产物：
  描述：

  (E)-1-[3,6-dimethoxy-2-(methoxymethoxy)-phenyl]-1-hydroxy-4-[2-(methoxymethoxy)-phenyl]-but-3-en-2-one 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 1-[3,6-dimethoxy-2-(methoxymethoxy)phenyl]-1-hydroxy-4-[2-(methoxymethoxy)phenyl]butan-2-one
  参考文献：
  名称：

  Synthesis of Bisbenzannulated SpiroketalsModel Studies for a Modular Approach to Rubromycins

  摘要：

  [GRAPHICS]A highly flexible synthesis of bisbenzannulated spiroketals is described with additions of lithiated methoxyallene to aryl aldehydes and Heck reactions as key steps. Subsequent hydrogenations and ketalizations afforded the desired spiroketals in good yields and with predominating trans-configuration. With model compound 30, already bearing the fully substituted naphthyl core of rubromycins, the ketalization proceeded efficiently providing the expected product 31 and the isopropoxy compound 32. Both products are advanced model compounds of heliquinomycin.

  DOI：

  10.1021/ol061932w