methyl (1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carboxylate | 1374853-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: methyl (1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carboxylate
• CAS: 1374853-04-9
• 化学式: C₄₈H₆₆N₆O₅S₄
• 分子量: 935.353
• InChiKey: ABWAHNHEIHZNLE-ZXGBJCDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  63
• 可旋转键数：
  9
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  218
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl (1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carboxylate 在 劳森试剂 、 potassium phosphate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 methyl (1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carboxylate
  参考文献：
  名称：

  Secondary structure of homo-thiopeptides based on a bridged β-proline analogue: preferred formation of extended strand structures with trans-thioamide bonds

  摘要：

  Homo-thiopeptides of bicyclic 7-azabicyclo[2.2.1]heptane-2-endo-carboxylic acid (Ah2c), which is a conformationally constrained beta-proline mimic, were synthesized and their structures were investigated. These homo-thiopeptides showed a preference for ordered secondary structures with trans-thioamide bonds in the solid state and in solution. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.018
• 作为产物：
  描述：

  、 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以63%的产率得到methyl (1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(1R,2R,4S)-7-[(2-methylpropan-2-yl)oxycarbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbonyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carbothioyl]-7-azabicyclo[2.2.1]heptane-2-carboxylate
  参考文献：
  名称：

  Secondary structure of homo-thiopeptides based on a bridged β-proline analogue: preferred formation of extended strand structures with trans-thioamide bonds

  摘要：

  Homo-thiopeptides of bicyclic 7-azabicyclo[2.2.1]heptane-2-endo-carboxylic acid (Ah2c), which is a conformationally constrained beta-proline mimic, were synthesized and their structures were investigated. These homo-thiopeptides showed a preference for ordered secondary structures with trans-thioamide bonds in the solid state and in solution. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.018