(E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one | 217442-57-4

• 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: (E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one
• 英文别名: (E)-3-(2,2-dimethylchromen-6-yl)-1-[2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
• CAS: 217442-57-4
• 化学式: C₃₂H₃₈O₅
• 分子量: 502.651
• InChiKey: OROQBRJIEWJGGK-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.34
• 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：

  (E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one 在 盐酸 、 氢氧化钾 、 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 2-(2,2-dimethyl-2H-chromen-6-yl)-6,8-bis(3,3-dimethylallyl)-7-hydroxy-4H-chromen-4-one
  参考文献：
  名称：

  A short and facile synthetic route to prenylated flavones. Cyclodehydrogenation of prenylated 2′-hydroxychalcones by a hypervalent iodine reagent

  摘要：

  The first synthesis of the prenylated flavones kanzonol-D (1), -E (3) and yinyanghuo-C (4) was accomplished by cyclodehydrogenation of the appropriately substituted 2'-hydroxychalcones 16, 14 and 11, respectively, in presence of phenyl-iodine(III) diacetate (PIDA) / potassium hydroxide in methanol. The synthesis of kanzonol-B (13) was also achieved from the 2'-hydroxychalcone 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00853-9
• 作为产物：
  描述：

  1-[2,4-dihydroxy-3,5-bis-(3-methyl-but-2-enyl)-phenyl]-ethanone 在 sodium hydroxide 、 二氧化碳 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 27.0h， 生成 (E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one
  参考文献：
  名称：

  A short and facile synthetic route to prenylated flavones. Cyclodehydrogenation of prenylated 2′-hydroxychalcones by a hypervalent iodine reagent

  摘要：

  The first synthesis of the prenylated flavones kanzonol-D (1), -E (3) and yinyanghuo-C (4) was accomplished by cyclodehydrogenation of the appropriately substituted 2'-hydroxychalcones 16, 14 and 11, respectively, in presence of phenyl-iodine(III) diacetate (PIDA) / potassium hydroxide in methanol. The synthesis of kanzonol-B (13) was also achieved from the 2'-hydroxychalcone 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00853-9