(41R,42R,101R,102R)-15-(aminomethyl)-3,5,9,11-tetraaza-1,7(1,3)-dibenzena-4,10(1,2)-dicyclohexanacyclododecaphane-2,6,8,12-tetraone | 863987-95-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (41R,42R,101R,102R)-15-(aminomethyl)-3,5,9,11-tetraaza-1,7(1,3)-dibenzena-4,10(1,2)-dicyclohexanacyclododecaphane-2,6,8,12-tetraone
• CAS: 863987-95-5
• 化学式: C₂₉H₃₅N₅O₄
• 分子量: 517.628
• InChiKey: MONXPXCVRJWNEP-ZGFBMJKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  38.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  142.42
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,2'-联吡啶-4,4'-二甲酸 、 (41R,42R,101R,102R)-15-(aminomethyl)-3,5,9,11-tetraaza-1,7(1,3)-dibenzena-4,10(1,2)-dicyclohexanacyclododecaphane-2,6,8,12-tetraone 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 以87%的产率得到N-[[(4R,9R,19R,24R)-2,11,17,26-tetraoxo-3,10,18,25-tetrazapentacyclo[25.3.1.112,16.04,9.019,24]dotriaconta-1(31),12(32),13,15,27,29-hexaen-14-yl]methyl]-2-[4-[[(4R,9R,19R,24R)-2,11,17,26-tetraoxo-3,10,18,25-tetrazapentacyclo[25.3.1.112,16.04,9.019,24]dotriaconta-1(31),12(32),13,15,27,29-hexaen-14-yl]methylcarbamoyl]pyridin-2-yl]pyridine-4-carboxamide
  参考文献：
  名称：

  Stereoselective Recognition of Tripeptides Guided by Encoded Library Screening:  Construction of Chiral Macrocyclic Tetraamide Ruthenium Receptor for Peptide Sensing

  摘要：

  [GRAPHICS]Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with D-alanine over the L-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC12H25 in the solution phase showed a consistent trend for the stereoselective recognition of the DD-isomer over the LD-, DL-, and LL-isomers.

  DOI：

  10.1021/jo048368s
• 作为产物：
  描述：

  5-azidomethylisophthalic acid dipentafluorophenyl ester 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 21.5h， 生成 (41R,42R,101R,102R)-15-(aminomethyl)-3,5,9,11-tetraaza-1,7(1,3)-dibenzena-4,10(1,2)-dicyclohexanacyclododecaphane-2,6,8,12-tetraone
  参考文献：
  名称：

  Stereoselective Recognition of Tripeptides Guided by Encoded Library Screening:  Construction of Chiral Macrocyclic Tetraamide Ruthenium Receptor for Peptide Sensing

  摘要：

  [GRAPHICS]Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with D-alanine over the L-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC12H25 in the solution phase showed a consistent trend for the stereoselective recognition of the DD-isomer over the LD-, DL-, and LL-isomers.

  DOI：

  10.1021/jo048368s