1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one | 1390642-47-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one
• 英文别名: 1-(3-Bromo-4-propan-2-yloxyphenyl)-7-(4-hydroxy-3-methoxy-2-propan-2-yloxyphenyl)heptan-3-one；1-(3-bromo-4-propan-2-yloxyphenyl)-7-(4-hydroxy-3-methoxy-2-propan-2-yloxyphenyl)heptan-3-one
• CAS: 1390642-47-3
• 化学式: C₂₆H₃₅BrO₅
• 分子量: 507.465
• InChiKey: RMHSBBCWAPCJKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one 在 potassium phosphate 、 copper(l) iodide 、 三氯化硼 、 N-甲基-L-脯氨酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 72.42h， 生成 4-Hydroxy-17-methoxy-16-propan-2-yloxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),15,18-hexaen-10-one
  参考文献：
  名称：

  Enantioselective Ullmann Ether Couplings: Syntheses of (−)-Myricatomentogenin, (−)-Jugcathanin, (+)-Galeon, and (+)-Pterocarine

  摘要：

  The first enantioselective Ullmann cross-coupling reactions to prepare diaryl ethers are reported. The reactions were used to prepare the diarylether heptanoid natural products (-)-myricatomentogenin, (-)-jugcathanin, (+)-galeon, and (+)-pterocarine.

  DOI：

  10.1021/ol402096k
• 作为产物：
  描述：

  (E)-methyl 3-(4-(benzyloxy)-2-hydroxy-3-methoxyphenyl)acrylate 在 20 % Pd(OH)2/C 、 氢气 、 四丁基碘化铵 、 二异丁基氢化铝 、 碳酸氢钠 、 potassium carbonate 、 戴斯-马丁氧化剂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 47.42h， 生成 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one
  参考文献：
  名称：

  Chirality in Diarylether Heptanoids: Synthesis of Myricatomentogenin, Jugcathanin, and Congeners

  摘要：

  The syntheses of myricatomentogenin, jugcathanin, galeon, pterocarine, and acerogenin L are reported. Synthetic material was used to measure their optical activities and free energy of activation for racemization. The natural enantiomers of myricatomentogenin, jugcathanin, galeon, and pterocarine were determined to have the same pR absolute stereochemistry. Acerogenins L and C are achlral compounds.

  DOI：

  10.1021/ol301893t

文献信息

• Chirality in Diarylether Heptanoids: Synthesis of Myricatomentogenin, Jugcathanin, and Congeners
  作者：M. Quamar Salih、Christopher M. Beaudry

  DOI：10.1021/ol301893t

  日期：2012.8.3

  The syntheses of myricatomentogenin, jugcathanin, galeon, pterocarine, and acerogenin L are reported. Synthetic material was used to measure their optical activities and free energy of activation for racemization. The natural enantiomers of myricatomentogenin, jugcathanin, galeon, and pterocarine were determined to have the same pR absolute stereochemistry. Acerogenins L and C are achlral compounds.
• Enantioselective Ullmann Ether Couplings: Syntheses of (−)-Myricatomentogenin, (−)-Jugcathanin, (+)-Galeon, and (+)-Pterocarine
  作者：M. Quamar Salih、Christopher M. Beaudry

  DOI：10.1021/ol402096k

  日期：2013.9.6

  The first enantioselective Ullmann cross-coupling reactions to prepare diaryl ethers are reported. The reactions were used to prepare the diarylether heptanoid natural products (-)-myricatomentogenin, (-)-jugcathanin, (+)-galeon, and (+)-pterocarine.