2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyacetophenone | 217442-59-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyacetophenone
• 英文别名: 1-[2-Hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone
• CAS: 217442-59-6
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: OQMKZWKNDDASQD-UHFFFAOYSA-N

物化性质

• 熔点：
  67–68°C
• 沸点：
  472.8±45.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyacetophenone 在 盐酸 、 氢氧化钾 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 prostratol G
  参考文献：
  名称：

  Syntheses of (±)-shinflavanone and its structural analogues as potent inhibitors of bone resorption pits formation

  摘要：

  The first total syntheses of (+/-)-shinflavanone and its structural analogues were achieved. (+/-)Shinflavanone, appears to be a strong inhibitor of bone resorption pits formation by osteoclast-like cell induced by 1 alpha, 25-dihydroxy vitamine D-3 (IC50 = 0.70 mu g/mL) (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00212-7
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 三氟化硼乙醚 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 生成 2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyacetophenone
  参考文献：
  名称：

  Syntheses of (±)-shinflavanone and its structural analogues as potent inhibitors of bone resorption pits formation

  摘要：

  The first total syntheses of (+/-)-shinflavanone and its structural analogues were achieved. (+/-)Shinflavanone, appears to be a strong inhibitor of bone resorption pits formation by osteoclast-like cell induced by 1 alpha, 25-dihydroxy vitamine D-3 (IC50 = 0.70 mu g/mL) (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00212-7

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.