1-[6-benzoyloxy-2,4-bis(benzyloxy)-3-iodophenyl]-2-(4-benzyloxy-3-methoxyphenyl)-3,3-dimethoxypropan-1-one | 911285-91-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 1-[6-benzoyloxy-2,4-bis(benzyloxy)-3-iodophenyl]-2-(4-benzyloxy-3-methoxyphenyl)-3,3-dimethoxypropan-1-one
• CAS: 911285-91-1
• 化学式: C₄₆H₄₁IO₉
• 分子量: 864.731
• InChiKey: PTDMPCRFGPVGAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.84
• 重原子数：
  56.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1-[6-benzoyloxy-2,4-bis(benzyloxy)-3-iodophenyl]-2-(4-benzyloxy-3-methoxyphenyl)-3,3-dimethoxypropan-1-one 在 sodium hydroxide 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 0.08h， 以3.53 g的产率得到5,7,4'-tris(benzyloxy)-6-iodo-3'-methoxyisoflavone
  参考文献：
  名称：

  Microwave-assisted regioselective synthesis of natural 6-prenylpolyhydroxyisoflavones and their hydrates with hypervalent iodine reagents

  摘要：

  Microwave-assisted oxidative rearrangement of 3'-iodotetraalkoxychalcones with hypervalent iodine such as [hydroxy(tosyloxy)iodo]benzene or [bis(trifluoroacetoxy)iodo] benzene, followed by microwave-mediated hydrolysis and in situ cyclization of the resultant acetals gave 6-iodotrialkoxyisoflavones. Pd(0)-catalyzed coupling reaction of the 6-iodoisoflavones with 2-methyl-3-butyn-2-of under microwave irradiation gave 6-alkynylisoflavones, whose hydrogenation gave the respective hydrates of wighteone, lupisoflavone and derrubone. Wighteone (1a), lupisoflavone (1b) and derrubone (1c) were obtained by dehydration of their respective hydrates under microwave irradiation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.066
• 作为产物：
  描述：

  4,2',4'-tris(benzyloxy)-6'-benzoyloxy-3'-iodo-3-methoxychalcone 、 甲醇 在 羟基甲苯磺酰碘苯 作用下， 以 氯仿 为溶剂， 反应 0.2h， 生成 1-[6-benzoyloxy-2,4-bis(benzyloxy)-3-iodophenyl]-2-(4-benzyloxy-3-methoxyphenyl)-3,3-dimethoxypropan-1-one
  参考文献：
  名称：

  Microwave-assisted regioselective synthesis of natural 6-prenylpolyhydroxyisoflavones and their hydrates with hypervalent iodine reagents

  摘要：

  Microwave-assisted oxidative rearrangement of 3'-iodotetraalkoxychalcones with hypervalent iodine such as [hydroxy(tosyloxy)iodo]benzene or [bis(trifluoroacetoxy)iodo] benzene, followed by microwave-mediated hydrolysis and in situ cyclization of the resultant acetals gave 6-iodotrialkoxyisoflavones. Pd(0)-catalyzed coupling reaction of the 6-iodoisoflavones with 2-methyl-3-butyn-2-of under microwave irradiation gave 6-alkynylisoflavones, whose hydrogenation gave the respective hydrates of wighteone, lupisoflavone and derrubone. Wighteone (1a), lupisoflavone (1b) and derrubone (1c) were obtained by dehydration of their respective hydrates under microwave irradiation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.066