(S)-2-[3-((S)-1-carboxy-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyric acid | 1142953-19-2

• 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: (S)-2-[3-((S)-1-carboxy-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyric acid
• CAS: 1142953-19-2
• 化学式: C₁₆H₂₄N₂O₈S₂
• 分子量: 436.507
• InChiKey: DQPSGPHRIUOWHH-KBPBESRZSA-N

物化性质

• 熔点：
  200-203 °C
• 沸点：
  672.9±65.0 °C(predicted)
• 密度：
  1.392±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.46
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  166.94
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (S)-2-[3-((S)-1-benzyloxycarbonyl-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyric acid benzyl ester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 以97%的产率得到(S)-2-[3-((S)-1-carboxy-2-methyl-propylsulfamoyl)-benzenesulfonylamino]-3-methyl-butyric acid
  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