1-benzyl-2-di(propan-2-yloxy)phosphoryl-7-methoxy-6-phenylmethoxy-3,4-dihydro-1H-isoquinoline

• 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-benzyl-2-di(propan-2-yloxy)phosphoryl-7-methoxy-6-phenylmethoxy-3,4-dihydro-1H-isoquinoline
• 化学式: C₃₀H₃₈NO₅P
• 分子量: 523.609
• InChiKey: SZAYGEGMVFXKFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzyl-2-di(propan-2-yloxy)phosphoryl-7-methoxy-6-phenylmethoxy-3,4-dihydro-1H-isoquinoline 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到1-benzyl-6-hydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Synthesis of N-diisopropyl phosphoryl benzyl-tetrahydroisoquinoline, a new class of mitochondrial complexes I and III inhibitors

  摘要：

  The synthesis of N-(O,O-diisopropyl phosphoryl)-benzyltetrahydroisoquinoline (3) has been achieved in a 'one pot' procedure From imine (2) and diisopropyl-phosphorochloridate (1) generated in situ (POCl3 + iPrOH). Compound 3 is the first benzyltetrahydroisoquinoline derivative found to be a potent inhibitor of mitochondrial complexes I and III, and therefore it opens a new perspective with this series of compounds as they can be considered as new class of antitumor agents. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00262-6
• 作为产物：
  描述：

  1-benzyl-6-benzyloxy-7-methoxy-3,4-dihydroisoquinoline 、 异丙醇 在 三氯氧磷 、 sodium tetrahydroborate 作用下， 反应 19.0h， 以40%的产率得到1-benzyl-2-di(propan-2-yloxy)phosphoryl-7-methoxy-6-phenylmethoxy-3,4-dihydro-1H-isoquinoline
  参考文献：
  名称：

  Synthesis of N-diisopropyl phosphoryl benzyl-tetrahydroisoquinoline, a new class of mitochondrial complexes I and III inhibitors

  摘要：

  The synthesis of N-(O,O-diisopropyl phosphoryl)-benzyltetrahydroisoquinoline (3) has been achieved in a 'one pot' procedure From imine (2) and diisopropyl-phosphorochloridate (1) generated in situ (POCl3 + iPrOH). Compound 3 is the first benzyltetrahydroisoquinoline derivative found to be a potent inhibitor of mitochondrial complexes I and III, and therefore it opens a new perspective with this series of compounds as they can be considered as new class of antitumor agents. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00262-6