(5R,8R,10S,11R)-tert-butyl 4-hydroxy-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo-5,7,8,9,10,11-hexahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate | 1448531-09-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (5R,8R,10S,11R)-tert-butyl 4-hydroxy-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo-5,7,8,9,10,11-hexahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate
• 英文别名: tert-butyl (1R,10R,13S,15R)-8-hydroxy-10-(hydroxymethyl)-7-methoxy-6-methyl-12-oxo-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-2,4(9),5,7-tetraene-15-carboxylate
• CAS: 1448531-09-6
• 化学式: C₂₂H₂₈N₂O₆
• 分子量: 416.474
• InChiKey: WBGQBKPUSLXNHX-RPCCPQHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (5R,8R,10S,11R)-tert-butyl 4-hydroxy-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo-5,7,8,9,10,11-hexahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate 在 氢气 作用下， 以 乙醇 为溶剂， 以74%的产率得到(5R,8R,10S,11R,11aR)-tert-butyl 4-hydroxy-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo,5.7.8.9.10.11a,12-octahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate
  参考文献：
  名称：

  Synthetic studies on lemonomycin: construction of the tetracyclic core

  摘要：

  A substrate-induced stereocontrol strategy was used to gain access to the tetracyclic core of (-)-lemonomycin. An advanced intermediate was prepared from a known substituted tyrosinol through a 16-step sequence, which involved a Pictet-Spengler reaction, a [3+2] dipolar cycloaddition and an enamide hydrogenation. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.05.009
• 作为产物：
  描述：

  (5R,8S,10R,11R)-tert-butyl 13-benzyl-4-(benzyloxy)-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo-5,7,8,9,10,11-hexahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate 在 palladium on activated charcoal 、 氢气 作用下， 以 溶剂黄146 为溶剂， 以92%的产率得到(5R,8R,10S,11R)-tert-butyl 4-hydroxy-5-(hydroxymethyl)-3-methoxy-2-methyl-7-oxo-5,7,8,9,10,11-hexahydro-8,11-epiminoazepino[1,2-b]isoquinoline-10-carboxylate
  参考文献：
  名称：

  Synthetic studies on lemonomycin: construction of the tetracyclic core

  摘要：

  A substrate-induced stereocontrol strategy was used to gain access to the tetracyclic core of (-)-lemonomycin. An advanced intermediate was prepared from a known substituted tyrosinol through a 16-step sequence, which involved a Pictet-Spengler reaction, a [3+2] dipolar cycloaddition and an enamide hydrogenation. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.05.009