N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine | 522644-16-2

• 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: N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine
• 英文别名: 3-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(2-oxo-1-phenylmethoxypyrimidin-4-yl)amino]hexanoyl]amino]propanoic acid
• CAS: 522644-16-2
• 化学式: C₂₅H₃₅N₅O₇
• 分子量: 517.582
• InChiKey: WCZNTXAPIUPGLQ-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  37.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  160.88
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine 在 N-甲基吗啉 、 WSC*HCl 、 1-羟基苯并三唑 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.0h， 生成
  参考文献：
  名称：

  Synthesis of Linear and Cyclic Hexapeptides with Ne-(1,2-Dihydro-1-hydroxy-2-oxopyrimidin-4-yl)-L-lysyl-b-alanyl as the Repeating Unit and Properties of Their Iron(III) Complexes

  摘要：

  Linear and cyclic hexapeptides including N-epsilon(1,2-dihydro-1hydroxy-2-oxopyrimidin-4-yl)-L-lysyl-beta-alanyl as the repeating unit have been synthesized. These hexapeptides formed 1:1 iron(III) complexes; lambda(max) 466 nm and epsilon 4700 for a linear hexapeptide (8), and lambdamax 458 nm and epsilon 4300 for a cyclic hexapeptide (9). The relative stability constants of 8- and 9-iron(III) complexes were estimated to be 26.1 and 28.0, respectively. A linear hexapeptide (8)iron(III) complex predominantly existed in Delta-configuration. From kinetic data on iron(III) removal from human transferrin, a linear hexapeptides (8) was found to efficiently remove three times as much iron(III) from transferrin as desferrioxamine B, only a chemotherapeutic agent for the iron overload disease.

  DOI：

  10.3987/com-02-s(m)34
• 作为产物：
  描述：

  N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以85%的产率得到N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine
  参考文献：
  名称：

  Synthesis of Linear and Cyclic Hexapeptides with Ne-(1,2-Dihydro-1-hydroxy-2-oxopyrimidin-4-yl)-L-lysyl-b-alanyl as the Repeating Unit and Properties of Their Iron(III) Complexes

  摘要：

  Linear and cyclic hexapeptides including N-epsilon(1,2-dihydro-1hydroxy-2-oxopyrimidin-4-yl)-L-lysyl-beta-alanyl as the repeating unit have been synthesized. These hexapeptides formed 1:1 iron(III) complexes; lambda(max) 466 nm and epsilon 4700 for a linear hexapeptide (8), and lambdamax 458 nm and epsilon 4300 for a cyclic hexapeptide (9). The relative stability constants of 8- and 9-iron(III) complexes were estimated to be 26.1 and 28.0, respectively. A linear hexapeptide (8)iron(III) complex predominantly existed in Delta-configuration. From kinetic data on iron(III) removal from human transferrin, a linear hexapeptides (8) was found to efficiently remove three times as much iron(III) from transferrin as desferrioxamine B, only a chemotherapeutic agent for the iron overload disease.

  DOI：

  10.3987/com-02-s(m)34