2',4'-dihydroxy-7-methoxyisoflavanone | 105245-77-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2',4'-dihydroxy-7-methoxyisoflavanone
• 英文别名: 3-(2,4-Dihydroxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
• CAS: 105245-77-0
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: YKPOWYVJRGDXTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2',4'-dihydroxy-7-methoxyisoflavanone 在 氢气 、 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 4.0h， 生成 (+/-)-homopterocarpin
  参考文献：
  名称：

  Krishna Prasad, Awari V.; Kapil, Randhir S.; Popli, Satya P., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1561 - 1564

  摘要：

  DOI：
• 作为产物：
  描述：

  2',4'-dibenzyloxy-7-methoxyisoflavone 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 、 丙酮 为溶剂， 以78%的产率得到2',4'-dihydroxy-7-methoxyisoflavanone
  参考文献：
  名称：

  Practical Synthesis of Lespedezol A₁

  摘要：

  A practical formal synthesis of lespedezol A(1) (1) was accomplished in 33% yield for four steps starting from formation of the substituted chalcone. Of particular note is a useful protocol for reduction of the 2-ene bond in the isoflavone intermediate. A significant improvement in the final ring closure when water was scavenged from the reaction is also noteworthy. The ready availability of lespedezol A, will provide material for further pharmacological evaluation and for exploration of the pterocarpene nucleus as a potential entry into various 6a-hydroxypterocarpans.

  DOI：

  10.1021/np070493m

文献信息

• Prasad, A. V. Krishna; Kapil, R. S.; Popli, S. P., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986, vol. 25, p. 407 - 408
  作者：Prasad, A. V. Krishna、Kapil, R. S.、Popli, S. P.

  DOI：——

  日期：——
• Practical Synthesis of Lespedezol A₁
  作者：Rahul S. Khupse、Paul W. Erhardt

  DOI：10.1021/np070493m

  日期：2008.2.1

  A practical formal synthesis of lespedezol A(1) (1) was accomplished in 33% yield for four steps starting from formation of the substituted chalcone. Of particular note is a useful protocol for reduction of the 2-ene bond in the isoflavone intermediate. A significant improvement in the final ring closure when water was scavenged from the reaction is also noteworthy. The ready availability of lespedezol A, will provide material for further pharmacological evaluation and for exploration of the pterocarpene nucleus as a potential entry into various 6a-hydroxypterocarpans.
• Krishna Prasad, Awari V.; Kapil, Randhir S.; Popli, Satya P., Journal of the Chemical Society. Perkin transactions I, 1986, p. 1561 - 1564
  作者：Krishna Prasad, Awari V.、Kapil, Randhir S.、Popli, Satya P.

  DOI：——

  日期：——