Phenol, 2-[[3-(4-methoxyphenyl)oxiranyl]carbonyl]-

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Phenol, 2-[[3-(4-methoxyphenyl)oxiranyl]carbonyl]-
• 英文别名: (2-hydroxyphenyl)-[3-(4-methoxyphenyl)oxiran-2-yl]methanone
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: VLXFIUZNWZVFJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Phenol, 2-[[3-(4-methoxyphenyl)oxiranyl]carbonyl]- 在 四丁基氢氧化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.05h， 以51%的产率得到2,3-trans-3-hydroxy-4'-methoxyflavan-4-one
  参考文献：
  名称：

  A convenient and general synthesis of trans-3-hydroxyflavanones from chalcones by dimethyldioxirane epoxidation and subsequent base-catalyzed cyclization

  摘要：

  2'-Hydroxychalcone epoxides were found to give trans-3-hydroxyflavanone and 2-(alpha-hydroxybenzyl)-3-coumaranone under basic conditions. Epoxidation of 2'-hydroxychalcones with dimethyldioxirane followed by treatment of tetrabutylammonium hydroxide provides a convenient and general method for the synthesis of trans-3-hydroxyflavanones.

  DOI：

  10.1016/s0040-4039(00)60674-3
• 作为产物：
  描述：

  2-羟基-4'-甲氧基查尔酮 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 生成 Phenol, 2-[[3-(4-methoxyphenyl)oxiranyl]carbonyl]-
  参考文献：
  名称：

  A convenient and general synthesis of trans-3-hydroxyflavanones from chalcones by dimethyldioxirane epoxidation and subsequent base-catalyzed cyclization

  摘要：

  2'-Hydroxychalcone epoxides were found to give trans-3-hydroxyflavanone and 2-(alpha-hydroxybenzyl)-3-coumaranone under basic conditions. Epoxidation of 2'-hydroxychalcones with dimethyldioxirane followed by treatment of tetrabutylammonium hydroxide provides a convenient and general method for the synthesis of trans-3-hydroxyflavanones.

  DOI：

  10.1016/s0040-4039(00)60674-3

文献信息

• ADAM, WALDEMAR;HADJIARAPOGLOU, LAZAROS;SMERZ, ALEX, CHEM. BER., 124,(1991) N, C. 227-232
  作者：ADAM, WALDEMAR、HADJIARAPOGLOU, LAZAROS、SMERZ, ALEX

  DOI：——

  日期：——
• A convenient and general synthesis of trans-3-hydroxyflavanones from chalcones by dimethyldioxirane epoxidation and subsequent base-catalyzed cyclization
  作者：Tamás Patonay、Gábor Tóth、Waldemar Adam

  DOI：10.1016/s0040-4039(00)60674-3

  日期：1993.8

  2'-Hydroxychalcone epoxides were found to give trans-3-hydroxyflavanone and 2-(alpha-hydroxybenzyl)-3-coumaranone under basic conditions. Epoxidation of 2'-hydroxychalcones with dimethyldioxirane followed by treatment of tetrabutylammonium hydroxide provides a convenient and general method for the synthesis of trans-3-hydroxyflavanones.