2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-ol | 1042430-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-ol
• 英文别名: 5,10-dimethoxy-2-methylsulfonyl-3,4-dihydro-1H-benzo[g]isoquinolin-4-ol
• CAS: 1042430-14-7
• 化学式: C₁₆H₁₉NO₅S
• 分子量: 337.397
• InChiKey: ZDHCORNUNPVREY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  84.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-ol 在 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 0.33h， 以87%的产率得到2-methanesulfonyl-4-hydroxy-1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-dione
  参考文献：
  名称：

  Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones

  摘要：

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.083
• 作为产物：
  描述：

  2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以76%的产率得到2-methanesulfonyl-5,10-dimethoxy-2,3-dihydrobenz[g]isoquinoline-4(1H)-ol
  参考文献：
  名称：

  Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones

  摘要：

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.083

文献信息

• Straightforward palladium-mediated synthesis of N-substituted 1,2-dihydrobenz[g]isoquinoline-5,10-diones
  作者：Jan Jacobs、Blaise Mavinga Mbala、Bart Kesteleyn、Gaston Diels、Norbert De Kimpe

  DOI：10.1016/j.tet.2008.04.083

  日期：2008.6

  Related to our research on structural modifications of pentalongin, the active principle of the medicinal plant Pentas longiflora Oliv., a new synthesis of N-protected 1,2-dihydrobenz[g]isoquinoline-5,10-diones and their 4-methyl derivatives, which represent a new class of compounds, is reported. In both cases, the benz[g]isoquinoline skeleton was constructed by an intramolecular Heck reaction of N-protected 2-((allylamino)methyl)-3-bromo-1,4-dimethoxynaphthalenes and N-protected 2-((allylamino)methyl)3-bromo-1,4-naphthoquinones, respectively. (c) 2008 Elsevier Ltd. All rights reserved.