methyl 1-heptadecyl-6,7-dihydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate | 869881-02-7

• 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: methyl 1-heptadecyl-6,7-dihydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate
• CAS: 869881-02-7
• 化学式: C₂₈H₄₇NO₄
• 分子量: 461.685
• InChiKey: ARHVWOQAYOKTKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.02
• 重原子数：
  33.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 1-heptadecyl-6,7-dihydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以81.7%的产率得到methyl 1-heptadecyl-6,7-dimethoxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate
  参考文献：
  名称：

  Synthesis of a novel class of fatty acids-derived isoquinolines

  摘要：

  Two series of novel tetrahydroisoquinoline derivatives bearing at C-1 position a carbon chain derived from fatty acids were prepared employing two complementary synthetic methodologies. The Pictet-Spengler condensation was performed on myristyl, palmityl, stearyl and oleyl aldehydes, whereas the Bischler-Napieralski cyclization used pelargonic, stearic, linolenic and arachidonic acids. The ability to apply both methods allows further labeling of the final 1-substituted-1,2,3,4-tetrahydroisoquinolines for biological studies. (c) 2005 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2005.02.008
• 作为产物：
  描述：

  硬脂烷醛 在 吡啶 、 ammonium hydroxide 作用下， 以 甲醇 、 丙醇 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 methyl 1-heptadecyl-6,7-dihydroxy-3,4-dihydro-2(1H)-isoquinolinecarboxylate
  参考文献：
  名称：

  Synthesis of a novel class of fatty acids-derived isoquinolines

  摘要：

  Two series of novel tetrahydroisoquinoline derivatives bearing at C-1 position a carbon chain derived from fatty acids were prepared employing two complementary synthetic methodologies. The Pictet-Spengler condensation was performed on myristyl, palmityl, stearyl and oleyl aldehydes, whereas the Bischler-Napieralski cyclization used pelargonic, stearic, linolenic and arachidonic acids. The ability to apply both methods allows further labeling of the final 1-substituted-1,2,3,4-tetrahydroisoquinolines for biological studies. (c) 2005 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2005.02.008