N-(4-Hydroxy-3-methoxy-phenyl-aethyl)-3-(3,4,5-trimethoxy-phenyl)-propionamid | 20947-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(4-Hydroxy-3-methoxy-phenyl-aethyl)-3-(3,4,5-trimethoxy-phenyl)-propionamid
• CAS: 20947-57-3
• 化学式: C₂₁H₂₇NO₆
• 分子量: 389.448
• InChiKey: CWXDVHPFFLOSON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86.25
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基肉桂酸 在 镍 sodium hydroxide 、 氢气 作用下， 生成 N-(4-Hydroxy-3-methoxy-phenyl-aethyl)-3-(3,4,5-trimethoxy-phenyl)-propionamid
  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