tert-butyl (3-(1-(3-((3-(4-(3-((bis(tert-butoxycarbonyl)amino)methyl)phenyl)piperidine-1-carbonyl)phenyl)buta-1,3-diyn-1-yl)benzoyl)piperidin-4-yl)benzyl)(tert-butoxycarbonyl)carbamate | 1374037-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (3-(1-(3-((3-(4-(3-((bis(tert-butoxycarbonyl)amino)methyl)phenyl)piperidine-1-carbonyl)phenyl)buta-1,3-diyn-1-yl)benzoyl)piperidin-4-yl)benzyl)(tert-butoxycarbonyl)carbamate
• CAS: 1374037-22-5
• 化学式: C₆₂H₇₄N₄O₁₀
• 分子量: 1035.29
• InChiKey: NLWKMLPEMDUDFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.47
• 重原子数：
  76.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  152.3
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (3-(1-(3-((3-(4-(3-((bis(tert-butoxycarbonyl)amino)methyl)phenyl)piperidine-1-carbonyl)phenyl)buta-1,3-diyn-1-yl)benzoyl)piperidin-4-yl)benzyl)(tert-butoxycarbonyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以92%的产率得到[3-[4-[3-[4-[3-(Aminomethyl)phenyl]piperidine-1-carbonyl]phenyl]buta-1,3-diynyl]phenyl]-[4-[3-(aminomethyl)phenyl]piperidin-1-yl]methanone
  参考文献：
  名称：

  Dimerization of β-tryptase inhibitors, does it work for both basic and neutral P1 groups?

  摘要：

  The tetrameric folding of beta-tryptase and the pair-wise distribution of its substrate binding sites offer a unique opportunity for development of inhibitors that span two adjacent binding sites. A series of dimeric inhibitors with two basic P1 moieties was discovered using this design strategy and exhibited tight-binder characteristics. Using the same strategy, an attempt was made to design and synthesize dimeric inhibitors with two neutral-P1 groups in hope to exploit the dimeric binding mode to achieve a starting point for further optimization. The unsuccessful attempt, however, demonstrated the important role played by Ala190 in neutral-P1 binding and casted further doubt on the possibility of developing neutral-P1 inhibitors for beta-tryptase. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.021
• 作为产物：
  描述：

  N,N-bis-(tert-butoxycarbonyl)-3-[1-(3-ethynyl-benzoyl)-piperidin-4-yl]-benzylamine 、 2-氟碘苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以38%的产率得到tert-butyl (3-(1-(3-((3-(4-(3-((bis(tert-butoxycarbonyl)amino)methyl)phenyl)piperidine-1-carbonyl)phenyl)buta-1,3-diyn-1-yl)benzoyl)piperidin-4-yl)benzyl)(tert-butoxycarbonyl)carbamate
  参考文献：
  名称：

  Dimerization of β-tryptase inhibitors, does it work for both basic and neutral P1 groups?

  摘要：

  The tetrameric folding of beta-tryptase and the pair-wise distribution of its substrate binding sites offer a unique opportunity for development of inhibitors that span two adjacent binding sites. A series of dimeric inhibitors with two basic P1 moieties was discovered using this design strategy and exhibited tight-binder characteristics. Using the same strategy, an attempt was made to design and synthesize dimeric inhibitors with two neutral-P1 groups in hope to exploit the dimeric binding mode to achieve a starting point for further optimization. The unsuccessful attempt, however, demonstrated the important role played by Ala190 in neutral-P1 binding and casted further doubt on the possibility of developing neutral-P1 inhibitors for beta-tryptase. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.021