(E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-5-(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one | 217442-56-3

• 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-5-(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)-5-(3-methylbut-2-enyl)phenyl]prop-2-en-1-one
• CAS: 217442-56-3
• 化学式: C₂₇H₃₀O₅
• 分子量: 434.532
• InChiKey: OTSDATOWCBMVMA-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 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-5-(3,3-dimethylallyl)-4-methoxymethyloxyphenyl]-2-propen-1-one 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以40%的产率得到2-(2,2-dimethyl-2H-chromen-6-yl)-6-(3,3-dimethylallyl)-7-methoxymethyloxy-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：

  6-formyl-2,2-dimethyl-2H-chromene 、 2-hydroxy-4-methoxymethoxy-5-C-prenylacetophenone 在 sodium hydroxide 、 二氧化碳 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以50%的产率得到(E)-3-(2,2-dimethyl-2H-chromen-6-yl)-1-[2-hydroxy-5-(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

文献信息

• A short and facile synthetic route to prenylated flavones. Cyclodehydrogenation of prenylated 2′-hydroxychalcones by a hypervalent iodine reagent
  作者：Katalin Gula´csi、Gyo¨rgy Litkei、Sa´ndor Antus、Tama´s E. Gunda

  DOI：10.1016/s0040-4020(98)00853-9

  日期：1998.11

  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.