1-cyano-2-(3-benzyloxy-4-methoxybenzyl)-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline | 220935-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-cyano-2-(3-benzyloxy-4-methoxybenzyl)-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
• CAS: 220935-95-5
• 化学式: C₃₃H₃₂N₂O₄
• 分子量: 520.628
• InChiKey: BFLQLJJCNUISLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.48
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  63.95
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-cyano-2-(3-benzyloxy-4-methoxybenzyl)-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline 在 盐酸 作用下， 反应 48.0h， 以76%的产率得到1-carbamoyl-2-(3-hydroxy-4-methoxybenzyl)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  (±)-heterocarpine, a hydroxymethylated isoquinoline alkaloid from ceratocapnos heterocarpa

  摘要：

  Heterocarpine, a novel alkaloid from Ceratocapnos heterocarpa, has been characterised as (+/-)-1-hydroxymethyl-2-(3-hydroxy-4-methoxybenzyl)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline. The alkaloid was synthesized from the corresponding 3,4-dihydro isoquinoliniun salt. A key step in the process is the acid resin catalysed methanolysis of the l-carbamoyl isoquinoline. The structural correlation of the hydroxymethylated alkaloids heterocarpine and malacitanine with their unsubstituted counterparts capnosine and caseamine, also present in the plant, might be of biosynthetic significance. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00198-8
• 作为产物：
  描述：

  4-(氯甲基)-1-甲氧基-2-苯基甲氧基苯 以 水 、 乙腈 为溶剂， 反应 4.5h， 生成 1-cyano-2-(3-benzyloxy-4-methoxybenzyl)-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  (±)-heterocarpine, a hydroxymethylated isoquinoline alkaloid from ceratocapnos heterocarpa

  摘要：

  Heterocarpine, a novel alkaloid from Ceratocapnos heterocarpa, has been characterised as (+/-)-1-hydroxymethyl-2-(3-hydroxy-4-methoxybenzyl)-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline. The alkaloid was synthesized from the corresponding 3,4-dihydro isoquinoliniun salt. A key step in the process is the acid resin catalysed methanolysis of the l-carbamoyl isoquinoline. The structural correlation of the hydroxymethylated alkaloids heterocarpine and malacitanine with their unsubstituted counterparts capnosine and caseamine, also present in the plant, might be of biosynthetic significance. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00198-8