methyl 7,9-dimethoxyphenanthridine-4-carboxylate | 1166398-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 7,9-dimethoxyphenanthridine-4-carboxylate
• CAS: 1166398-82-8
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: WDVBIMITNIAYIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57.65
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 7,9-dimethoxyphenanthridine-4-carboxylate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以65%的产率得到7,9-dimethoxyphenanthridine-4-carboxylic acid
  参考文献：
  名称：

  Synthesis of the Isoxazolo[4,3,2-de]phenanthridinone Moiety of the Parnafungins

  摘要：

  A practical route to the labile tetracyclic isoxazolo[4,3,2-de]phenanthridinone moiety of the antifungal parnafungins has been developed. Zinc reduction of a methyl 2'-hydroxymethyl-2-nitro-3-biphenylcarboxylate, which was prepared by a Suzuki coupling, afforded a benzisoxazolone that was treated with MsCl and base to generate the labile tetracyclic ring system in 37-47% yield. This compound decomposes to the phenanthridine in CDCl3 and the phenanthridine N-oxide in aqueous base.

  DOI：

  10.1021/ol901054r
• 作为产物：
  描述：

  methyl 2-(hydroxymethylamino)-3',5'-dimethoxy-[1,1'-biphenyl]-3-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以11 mg的产率得到methyl 7,9-dimethoxyphenanthridine-4-carboxylate
  参考文献：
  名称：

  Synthesis of the Isoxazolo[4,3,2-de]phenanthridinone Moiety of the Parnafungins

  摘要：

  A practical route to the labile tetracyclic isoxazolo[4,3,2-de]phenanthridinone moiety of the antifungal parnafungins has been developed. Zinc reduction of a methyl 2'-hydroxymethyl-2-nitro-3-biphenylcarboxylate, which was prepared by a Suzuki coupling, afforded a benzisoxazolone that was treated with MsCl and base to generate the labile tetracyclic ring system in 37-47% yield. This compound decomposes to the phenanthridine in CDCl3 and the phenanthridine N-oxide in aqueous base.

  DOI：

  10.1021/ol901054r