tert-butyl (S)-3-((S)-3-((S)-3-((S)-3-(methoxycarbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carboxylate | 1374853-13-0

• 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: tert-butyl (S)-3-((S)-3-((S)-3-((S)-3-(methoxycarbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carboxylate
• CAS: 1374853-13-0
• 化学式: C₂₆H₄₀N₄O₅S₂
• 分子量: 552.759
• InChiKey: MKFZJKVRNVSGNC-MUGJNUQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  37.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  82.63
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-3-((S)-3-((S)-3-((S)-3-(methoxycarbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carboxylate 在 劳森试剂 、 potassium phosphate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以55%的产率得到methyl (3S)-1-[(3S)-1-[(3S)-1-[(3S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-3-carbothioyl]pyrrolidine-3-carbothioyl]pyrrolidine-3-carbothioyl]pyrrolidine-3-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：

  methyl (3S)-1-[(3S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-3-carbothioyl]pyrrolidine-3-carboxylate 在 盐酸 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 5.0h， 生成 tert-butyl (S)-3-((S)-3-((S)-3-((S)-3-(methoxycarbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-carbonyl)pyrrolidine-1-carbonothioyl)pyrrolidine-1-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