3,4-bis(benzyloxy)-2'-hydroxy-4'-methoxychalcone | 123768-46-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3,4-bis(benzyloxy)-2'-hydroxy-4'-methoxychalcone
• 英文别名: 3,4-dibenzyloxy-2'-hydroxy-4'-methoxychalcone；(E)-3-[3,4-bis(phenylmethoxy)phenyl]-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
• CAS: 123768-46-7
• 化学式: C₃₀H₂₆O₅
• 分子量: 466.533
• InChiKey: BOBDNGMICUAORD-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-bis(benzyloxy)-2'-hydroxy-4'-methoxychalcone 在 盐酸 、 thallium(I) nitrate 作用下， 生成 7-methoxy-3',4'-bis(benzyloxy)isoflavone
  参考文献：
  名称：

  A Novel Oxidative Cyclization of 2'-Hydroxychalcones to 4,5-Dialkoxyaurones by Thallium(III) Nitrate

  摘要：

  Scope and mechanism studies are reported on a novel oxidative transformation of certain 2'-hydroxy-5'-methoxychalcones to aurones by thallium(III) nitrate (TTN) in alcoholic solvents. A key feature of the reaction is the incorporation of a solvent-derived alkoxy group at C-4 of the aurone. The thermodynamically more stable Z isomers of the aurones are obtained in all cases. Aurones are formed regardless of whether electron donating or electron attracting groups are present at the para position of the B ring of the starting chalcone.

  DOI：

  10.1021/jo00125a041
• 作为产物：
  描述：

  3,4-二苄氧基苯甲醛 、 丹皮酚 生成 3,4-bis(benzyloxy)-2'-hydroxy-4'-methoxychalcone
  参考文献：
  名称：

  Iinuma, Munekazu; Matsuura, Shin; Tanaka, Toshiyuki, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1472 - 1476

  摘要：

  DOI：

文献信息

• Iinuma, Munekazu; Matsuura, Shin; Tanaka, Toshiyuki, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 4, p. 1472 - 1476
  作者：Iinuma, Munekazu、Matsuura, Shin、Tanaka, Toshiyuki

  DOI：——

  日期：——
• A Novel Oxidative Cyclization of 2'-Hydroxychalcones to 4,5-Dialkoxyaurones by Thallium(III) Nitrate
  作者：Kshitij Thakkar、Mark Cushman

  DOI：10.1021/jo00125a041

  日期：1995.10

  Scope and mechanism studies are reported on a novel oxidative transformation of certain 2'-hydroxy-5'-methoxychalcones to aurones by thallium(III) nitrate (TTN) in alcoholic solvents. A key feature of the reaction is the incorporation of a solvent-derived alkoxy group at C-4 of the aurone. The thermodynamically more stable Z isomers of the aurones are obtained in all cases. Aurones are formed regardless of whether electron donating or electron attracting groups are present at the para position of the B ring of the starting chalcone.