N-benzyl-(S)-2-[3-((S)-1-benzylcarbamoyl-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyramide | 1142953-21-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-benzyl-(S)-2-[3-((S)-1-benzylcarbamoyl-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyramide
• 英文别名: (2S)-N-benzyl-2-[[3-[[(2S)-1-(benzylamino)-3-methyl-1-oxobutan-2-yl]sulfamoyl]phenyl]sulfonylamino]-3-methylbutanamide
• CAS: 1142953-21-6
• 化学式: C₃₀H₃₈N₄O₆S₂
• 分子量: 614.787
• InChiKey: IZWVURDTFUYZPK-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  167
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (S)-2-[3-((S)-1-carboxy-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyric acid 、 苄胺 在 N,N'-羰基二咪唑 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以64%的产率得到N-benzyl-(S)-2-[3-((S)-1-benzylcarbamoyl-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyramide
  参考文献：
  名称：

  Synthesis and anion-binding properties of new disulfonamide-based receptors

  摘要：

  The synthesis of disulfonamide receptor scaffolds for anion binding is reported. Acyclic receptors are found to tightly bind acetate in MeCN-d(3) with dominant 1:1 stoichiometry, a smaller, sequential 1:2 (H+G) association is also found. Constraint of the disulfonamide receptor into macrocycles serves to eliminate the 1:2 binding stoichiometry and X-ray crystal structures of several macrocyclic receptors allow rationalisation of their affinity for acetate binding. L-Valine derived macrocycles maintain tight 1:1 binding of acetate (K-a(1:1) >10(4) M-1) in MeCN-d(3) and display preference for oxyanion binding in more competitive MeCN-d(3)/2% H2O. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.070

文献信息

• Synthesis and anion-binding properties of new disulfonamide-based receptors
  作者：Oscar Mammoliti、Sara Allasia、Sally Dixon、Jeremy D. Kilburn

  DOI：10.1016/j.tet.2009.01.070

  日期：2009.3

  The synthesis of disulfonamide receptor scaffolds for anion binding is reported. Acyclic receptors are found to tightly bind acetate in MeCN-d(3) with dominant 1:1 stoichiometry, a smaller, sequential 1:2 (H+G) association is also found. Constraint of the disulfonamide receptor into macrocycles serves to eliminate the 1:2 binding stoichiometry and X-ray crystal structures of several macrocyclic receptors allow rationalisation of their affinity for acetate binding. L-Valine derived macrocycles maintain tight 1:1 binding of acetate (K-a(1:1) >10(4) M-1) in MeCN-d(3) and display preference for oxyanion binding in more competitive MeCN-d(3)/2% H2O. (C) 2009 Elsevier Ltd. All rights reserved.