Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine | 522644-22-0

• 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: Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine
• 英文别名: N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine
• CAS: 522644-22-0
• 化学式: C₂₂H₃₀N₄O₆
• 分子量: 446.503
• InChiKey: TVFHYTLHNWTWPV-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  131.78
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine 在 N-甲基吗啉 、 sodium hydroxide 、 WSC*HCl 、 1-羟基苯并三唑 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 123.0h， 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-lysine methyle ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以98%的产率得到Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine
  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