methyl (1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylate | 1256914-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: methyl (1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylate
• CAS: 1256914-35-8
• 化学式: C₄₂H₅₄N₆O₉
• 分子量: 786.926
• InChiKey: ORUGBDYYXRZZCS-TXMBREIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  57
• 可旋转键数：
  9
• 环数：
  18.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  157
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl (1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Oligomers of a 5-Carboxy-methanopyrrolidine β-Amino Acid. A Search for Order

  摘要：

  CD spectra for homooligomers (n = 4, 6, 8) of (1S,4R,5R)-5-syn-carboxy-2-azabicyclo[2.1.1]hexane (MPCA), a methano-bridged pyrrolidine beta-carboxylic acid, suggest an ordered secondary structure. Even in the absence of internal hydrogen bonding, solution NMR, X-ray, and in silico analyses of the tetramer are indicative of conformations with trans-amides and C-5-amide-carbonyls oriented toward the C-4 bridgehead This highly constrained beta-amino acid could prove useful in the ongoing development of well-defined foldamers.

  DOI：

  10.1021/ol1022917
• 作为产物：
  描述：

  、 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 2.0h， 生成 methyl (1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(1S,4R,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylate
  参考文献：
  名称：

  Oligomers of a 5-Carboxy-methanopyrrolidine β-Amino Acid. A Search for Order

  摘要：

  CD spectra for homooligomers (n = 4, 6, 8) of (1S,4R,5R)-5-syn-carboxy-2-azabicyclo[2.1.1]hexane (MPCA), a methano-bridged pyrrolidine beta-carboxylic acid, suggest an ordered secondary structure. Even in the absence of internal hydrogen bonding, solution NMR, X-ray, and in silico analyses of the tetramer are indicative of conformations with trans-amides and C-5-amide-carbonyls oriented toward the C-4 bridgehead This highly constrained beta-amino acid could prove useful in the ongoing development of well-defined foldamers.

  DOI：

  10.1021/ol1022917