benzyl (S)-5-amino-4-{N-[2-((tert-butoxy)carbonylamino)ethyl]-2-[5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-1-oxoethylamino}-5-oxopentanoate | 1534356-12-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: benzyl (S)-5-amino-4-{N-[2-((tert-butoxy)carbonylamino)ethyl]-2-[5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-1-oxoethylamino}-5-oxopentanoate
• CAS: 1534356-12-1
• 化学式: C₂₆H₃₅N₅O₈
• 分子量: 545.593
• InChiKey: DJWJYCKXATZAQN-IBGZPJMESA-N

物化性质

• 密度：
  1.262±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  39.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  182.89
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl (S)-5-amino-4-{N-[2-((tert-butoxy)carbonylamino)ethyl]-2-[5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-1-oxoethylamino}-5-oxopentanoate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.86h， 生成
  参考文献：
  名称：

  Peculiarities of solid-phase synthesis of negatively charged chiral polyamides as nucleic acid mimics

  摘要：

  Homopyrimidine polyamide nucleic acid mimics based on L-glutamic acid were prepared by solid-phase synthesis. The effect of the conditions of condensation and cleavage reactions with the use of polymeric support on the yield of the target sequences was studied. Possible ways of formation of by-products were revealed by mass spectrometry.

  DOI：

  10.1134/s1070428013120117
• 作为产物：
  描述：

  (S)-5-(benzyloxy)-2-(N-(2-((tert-butoxycarbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-5-oxopentanoic acid 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氯化铵 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以71%的产率得到benzyl (S)-5-amino-4-{N-[2-((tert-butoxy)carbonylamino)ethyl]-2-[5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-1-oxoethylamino}-5-oxopentanoate
  参考文献：
  名称：

  Peculiarities of solid-phase synthesis of negatively charged chiral polyamides as nucleic acid mimics

  摘要：

  Homopyrimidine polyamide nucleic acid mimics based on L-glutamic acid were prepared by solid-phase synthesis. The effect of the conditions of condensation and cleavage reactions with the use of polymeric support on the yield of the target sequences was studied. Possible ways of formation of by-products were revealed by mass spectrometry.

  DOI：

  10.1134/s1070428013120117