1-(4-bromophenyl)-7-(3-hydroxy-4-methoxyphenyl)heptan-3-one | 1021172-47-3

• 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-(4-bromophenyl)-7-(3-hydroxy-4-methoxyphenyl)heptan-3-one
• CAS: 1021172-47-3
• 化学式: C₂₀H₂₃BrO₃
• 分子量: 391.305
• InChiKey: MKTLJTJOEPSYIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-7-(3-hydroxy-4-methoxyphenyl)heptan-3-one 在 吡啶 、 potassium carbonate 、 copper(II) oxide 作用下， 反应 0.67h， 以69%的产率得到4-甲氧基-2-氧杂三环[13.2.2.13,7]二十碳-1(18),3(20),4,6,15(19),16-六烯-12-酮
  参考文献：
  名称：

  Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling

  摘要：

  Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.142
• 作为产物：
  描述：

  3-苄氧基-4-甲氧基苯甲醛 在 二苯硫醚 、 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 氯仿 、 水 为溶剂， 20.0 ℃ 、50.0 kPa 条件下， 反应 12.5h， 生成 1-(4-bromophenyl)-7-(3-hydroxy-4-methoxyphenyl)heptan-3-one
  参考文献：
  名称：

  Microwave-assisted synthesis of macrocycles via intramolecular and/or bimolecular Ullmann coupling

  摘要：

  Microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling is described. Using the optimized conditions, a panel of macrocycles, with different substitution patterns, ring sizes, and linkers, has been successfully synthesized using microwave irradiation. To the best of our knowledge, this work represents the first examples of the microwave-assisted synthesis of macrocyclic diaryl ethers via intramolecular and/or bimolecular Ullmann coupling. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.142

文献信息

• Total synthesis of ovalifoliolatin B, acerogenins A and C
  作者：G.D. Kishore Kumar、Amarnath Natarajan

  DOI：10.1016/j.tetlet.2008.01.135

  日期：2008.3

  A short and concise route for the synthesis of ovalifoliolatin B, a highly strained macrocyclic diaryl ether heptanoid natural product that also provides quick access to acerogenins A and C natural products has been reported. (C) 2008 Elsevier Ltd. All rights reserved.