N-methyl-3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone | 144709-24-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-methyl-3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone
• 英文别名: Methyl 2-[2-(6,7-dimethoxy-2-methyl-1-oxoisoquinolin-3-yl)-4,5-dimethoxyphenyl]acetate
• CAS: 144709-24-0
• 化学式: C₂₃H₂₅NO₇
• 分子量: 427.454
• InChiKey: CIDTXICRBRCONO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-methyl-3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到3-<2-(2-hydroxyethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-2-methylisoquinolin-1-<2H>-one
  参考文献：
  名称：

  A common and general access to berberine and benzo [c] phenanthridine alkaloids

  摘要：

  The S(RN)1 reactions between o-iodobenzamides and the enolate anion from 2-acetyl homoveratric acid lead to key tricyclic compounds which are easily converted to either berberine or benzo [c] phenanthridine ring systems providing thus a high-yielding and versatile access to both classes of alkaloids.

  DOI：

  10.1016/s0040-4020(01)80496-8
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸甲酯 在 盐酸 、 高氯酸 、 三氟化硼乙醚 、 potassium tert-butylate 、 氨 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-methyl-3<2-(methoxycarbonylmethyl)-4,5-dimethoxyphenyl>-6,7-dimethoxy-1(2H)-isoquinolone
  参考文献：
  名称：

  A common and general access to berberine and benzo [c] phenanthridine alkaloids

  摘要：

  The S(RN)1 reactions between o-iodobenzamides and the enolate anion from 2-acetyl homoveratric acid lead to key tricyclic compounds which are easily converted to either berberine or benzo [c] phenanthridine ring systems providing thus a high-yielding and versatile access to both classes of alkaloids.

  DOI：

  10.1016/s0040-4020(01)80496-8

文献信息

• A common and general access to berberine and benzo [c] phenanthridine alkaloids
  作者：René Beugelmans、Michèle Bois-Choussy

  DOI：10.1016/s0040-4020(01)80496-8

  日期：1992.1

  The S(RN)1 reactions between o-iodobenzamides and the enolate anion from 2-acetyl homoveratric acid lead to key tricyclic compounds which are easily converted to either berberine or benzo [c] phenanthridine ring systems providing thus a high-yielding and versatile access to both classes of alkaloids.