6,7-Methylendioxy-1-(3,4,5-trimethyloxy-phenylethyl)-3,4-dihydro-isochinolin-hydrochlorid | 20947-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 6,7-Methylendioxy-1-(3,4,5-trimethyloxy-phenylethyl)-3,4-dihydro-isochinolin-hydrochlorid
• 英文别名: 5-(3,4,5-trimethoxy-phenethyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline; hydrochloride
• CAS: 20947-67-5
• 化学式: C₂₁H₂₃NO₅*ClH
• 分子量: 405.878
• InChiKey: HIRNUUTXWFMQGF-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  6,7-Methylendioxy-1-(3,4,5-trimethyloxy-phenylethyl)-3,4-dihydro-isochinolin-hydrochlorid 在 盐酸 作用下， 生成 4-[2-(7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-ethyl]-2,6-dimethoxy-phenol
  参考文献：
  名称：

  Synthesen in der Isochinolinreihe Synthesen von 7-Hydroxy -6-methoxy-2-methyl- 1-(4-hydroxy-3, 5-dimethoxy-phenäthyl)-1, 2, 3, 4-tetrahydro-isochinolin, einem wichtigen Zwischenprodukt zur Synthese von Homoapomorphin-Alkaloiden

  摘要：

  AbstractPolymethoxylated 1‐phenethyl‐3, 4‐dihydro‐ and ‐1, 2, 3, 4‐tetrahydro‐isoquinolines were selectively demethylated by varying the mineral acid treatment. Under these conditions, the 6‐methoxyl was the most stable, while the 4′‐methoxyl was the most labile. Based on this study and by employing an unprotected phenolic intermediate in the Bischler‐Napieralski cyclization, an efficient, simple and technically feasible synthesis of the diphenol 1, an important intermediate in the synthesis of homoapomorphine alkaloids, was achieved.

  DOI：

  10.1002/hlca.19680510816