5-propyl-2,9,10,11-tetramethoxy-5,7-dihydrodibenzo[c,e]oxepin-3-amine | 1159817-78-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 5-propyl-2,9,10,11-tetramethoxy-5,7-dihydrodibenzo[c,e]oxepin-3-amine
• 英文别名: 1,2,3,10-Tetramethoxy-7-propyl-5,7-dihydrobenzo[d][2]benzoxepin-9-amine
• CAS: 1159817-78-3
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: XIDLGGRHRSDYDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-allyl-2,9,10,11-tetramethoxy-5,7-dihydrodibenzo[c,e]oxepin-3-amine 在 5%-palladium/activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0~50.0 ℃ 、101.33 kPa 条件下， 以90%的产率得到5-propyl-2,9,10,11-tetramethoxy-5,7-dihydrodibenzo[c,e]oxepin-3-amine
  参考文献：
  名称：

  Synthetic Approaches to Amino Analogues of N-Acetylcolchinol

  摘要：

  A straightforward synthesis of aminodibenzoxepines, new analogues of N-acetyleolchinol, is reported by using two different strategies. The first strategy involves a Grignard addition, a biaryl Suzuki-Miyaura coupling, and a HF-mediated cyclodehydration as key steps. A second strategy, better adapted to the synthesis of analogues bearing a benzylic substituent, was designed by inverting the order of the Grignard addition and the biaryl coupling. This allowed the rapid and reliable production of a series of substituted aminodibenzoxepines. A chelate model was proposed to account for the diastereoselectivity observed in the Grignard addition step.

  DOI：

  10.1021/jo900632a

文献信息

• Synthetic Approaches to Amino Analogues of <i>N</i>-Acetylcolchinol
  作者：Virginie Colombel、Olivier Baudoin

  DOI：10.1021/jo900632a

  日期：2009.6.5

  A straightforward synthesis of aminodibenzoxepines, new analogues of N-acetyleolchinol, is reported by using two different strategies. The first strategy involves a Grignard addition, a biaryl Suzuki-Miyaura coupling, and a HF-mediated cyclodehydration as key steps. A second strategy, better adapted to the synthesis of analogues bearing a benzylic substituent, was designed by inverting the order of the Grignard addition and the biaryl coupling. This allowed the rapid and reliable production of a series of substituted aminodibenzoxepines. A chelate model was proposed to account for the diastereoselectivity observed in the Grignard addition step.