5-hydroxy-6-[1-(4-methoxyphenyl)-3-oxobutyl]-9-methyl-3-phenylfuro[3,2-g]chromen-7-one | 1418019-73-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-hydroxy-6-[1-(4-methoxyphenyl)-3-oxobutyl]-9-methyl-3-phenylfuro[3,2-g]chromen-7-one
• 英文别名: 5-Hydroxy-6-[1-(4-methoxyphenyl)-3-oxobutyl]-9-methyl-3-phenylfuro[3,2-g]chromen-7-one
• CAS: 1418019-73-4
• 化学式: C₂₉H₂₄O₆
• 分子量: 468.506
• InChiKey: KZYAMKZIMPGIHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(6-hydroxy-7-methyl-3-phenylbenzofuran-5-yl)-ethanone 在 sodium 、 ethylenediamine Tetraacetic Acid 、 三氟乙酸 作用下， 以 水 为溶剂， 反应 0.75h， 生成 5-hydroxy-6-[1-(4-methoxyphenyl)-3-oxobutyl]-9-methyl-3-phenylfuro[3,2-g]chromen-7-one
  参考文献：
  名称：

  Facile Synthesis of Furowarfarins via Hetero-Diels–Alder Cycloaddition Reaction

  摘要：

  Synthesis of new furowarfarins has been carried out via tandem Knoevenagelhetero-DielsAlder cycloaddition reaction. One-pot, multicomponent reaction involving, heating a mixture of hydroxy chromenone, aldehyde, and 2-methoxy propene afforded pyranochromenone with good diastereoselectivity, favoring the exo (trans) cycloadduct, in contrast to previous literature reports. The pyran ring exists in a half-chair conformation with C9-OMe in ?-axial and C7-phenyl ring in ?-equatorial positions. Single-crystal x-ray analysis conclusively confirms the structure.

  DOI：

  10.1080/00397911.2011.609302

文献信息

• Facile Synthesis of Furowarfarins via Hetero-Diels–Alder Cycloaddition Reaction
  作者：Shubhangi S. Soman、Jagdish M. Patel

  DOI：10.1080/00397911.2011.609302

  日期：2013.2.1

  Synthesis of new furowarfarins has been carried out via tandem Knoevenagelhetero-DielsAlder cycloaddition reaction. One-pot, multicomponent reaction involving, heating a mixture of hydroxy chromenone, aldehyde, and 2-methoxy propene afforded pyranochromenone with good diastereoselectivity, favoring the exo (trans) cycloadduct, in contrast to previous literature reports. The pyran ring exists in a half-chair conformation with C9-OMe in ?-axial and C7-phenyl ring in ?-equatorial positions. Single-crystal x-ray analysis conclusively confirms the structure.