(2-Bromo-5-methoxyphenyl)-(6-methoxy-1-methylidene-3,4-dihydroisoquinolin-2-yl)methanone | 1180001-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (2-Bromo-5-methoxyphenyl)-(6-methoxy-1-methylidene-3,4-dihydroisoquinolin-2-yl)methanone
• CAS: 1180001-43-7
• 化学式: C₁₉H₁₈BrNO₃
• 分子量: 388.261
• InChiKey: DRIOBSRTJYYDOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-Bromo-5-methoxyphenyl)-(6-methoxy-1-methylidene-3,4-dihydroisoquinolin-2-yl)methanone 在 偶氮二异丁腈 、 三正丁基氢锡 、 copper(l) chloride 作用下， 以 苯 为溶剂， 以82%的产率得到5,6-dihydro-3,10-dimethoxy-8H-dibenzoquinolizin-8-one
  参考文献：
  名称：

  Radical-initiated cyclization as a key step for the synthesis of oxoprotoberberine alkaloids

  摘要：

  The oxoprotoberberine alkaloids 1a-d have been synthesized efficiently from the enamide derivatives 2a-d by a radical-initiated cyclization reaction utilizing n-Bu3SnH/AIBN and CuCl. The enamide derivatives 2a-d were prepared from phenylethylamine analogues 5a-b, followed by acylation with acetic anhydride, Bischler-Napieralski cyclization with POCl3 and benzoylation with the corresponding bromobenzoyl chloride, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.095
• 作为产物：
  描述：

  6-甲氧基-1-甲基-3,4-二氢异喹啉 、 2-溴-5-甲氧基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到(2-Bromo-5-methoxyphenyl)-(6-methoxy-1-methylidene-3,4-dihydroisoquinolin-2-yl)methanone
  参考文献：
  名称：

  Radical-initiated cyclization as a key step for the synthesis of oxoprotoberberine alkaloids

  摘要：

  The oxoprotoberberine alkaloids 1a-d have been synthesized efficiently from the enamide derivatives 2a-d by a radical-initiated cyclization reaction utilizing n-Bu3SnH/AIBN and CuCl. The enamide derivatives 2a-d were prepared from phenylethylamine analogues 5a-b, followed by acylation with acetic anhydride, Bischler-Napieralski cyclization with POCl3 and benzoylation with the corresponding bromobenzoyl chloride, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.095