N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysin-4-acetamidoanilide 4-toluenesulfonate | 140118-71-4

• 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: N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysin-4-acetamidoanilide 4-toluenesulfonate
• 英文别名: N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysin-4-acetamidoanilide 4-toluenesulfonate
• CAS: 140118-71-4
• 化学式: C₇H₈O₃S*C₃₁H₅₂N₆O₆
• 分子量: 776.995
• InChiKey: JSPQMLGEVDCUOP-OUKLVGRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  54.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  235.12
• 氢给体数：
  7.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  对甲苯磺酸 、 N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 25.0 ℃ 、275.79 kPa 条件下， 反应 1.0h， 以91%的产率得到N2-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-L-lysin-4-acetamidoanilide 4-toluenesulfonate
  参考文献：
  名称：

  4-Acetamidophenyl esters and 4-acetamidoanilides of L-arginine,p-guanidino-L-phenylalanine, L-lysine, N2-[D-fructos-3-O-yl and D-glucos-3-O-yl]acetyl-L-lysine as potential acrosin inhibitors

  摘要：

  Syntheses of 4-acetamidophenyl esters and 4-acetamidoanilides of L-lysine,p-guanidino-L-phenylalanine, L-leucyl-L-lysine, L-leucyl-L-leucyl-L-lysine, N2-[(1,2-O-isopropylidene-alpha-D-glucofuranos-3-O-yl)acetyl]-L-lysine, N2-[(1,2-O-isopropylidene-beta-D-fructopyranos-3-O-yl)acetyl]-L-lysine are reported. 4-Acetamidophenyl L-argininate was too unstable to be isolated but L-arginin-4-acetamidoanilide was prepared. These amino acid and peptide derivatives proved to be enantiomerically pure and were characterized by their H-1 and C-13 chemical shifts which were established by means of multipulse 1D and 2D NMR techniques. Preliminary evaluation showed these compounds to be relatively weak inhibitors of human acrosin and bovine trypsin.

  DOI：

  10.1016/s0040-4020(01)80998-4