Nα-Boc-L-Orn(DPA)-L-Orn(DPA)-OCH3 | 1142341-22-7

• 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-Boc-L-Orn(DPA)-L-Orn(DPA)-OCH3
• 英文别名: methyl (2S)-5-[bis(pyridin-2-ylmethyl)amino]-2-[[(2S)-5-[bis(pyridin-2-ylmethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]pentanoate
• CAS: 1142341-22-7
• 化学式: C₄₀H₅₂N₈O₅
• 分子量: 724.903
• InChiKey: CCYBDQGHJSZFTJ-ZPGRZCPFSA-N

物化性质

• 沸点：
  832.2±65.0 °C(predicted)
• 密度：
  1.185±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  53
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Nα-Boc-L-Orn(DPA)-L-Orn(DPA)-OCH3 在 盐酸 、 水 、 碳酸氢铵 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.08h， 以0.012 g的产率得到(3R,6S)-3,6-bis[3-[bis(pyridin-2-ylmethyl)amino]propyl]piperazine-2,5-dione
  参考文献：
  名称：

  Selective Anion Binding in Water with Use of a Zinc(II) Dipicolylamino Functionalized Diketopiperazine Scaffold

  摘要：

  [GRAPHICS]The design and synthesis of a diketopiperazine based anion receptor bearing two dipicolylamino arms complexed to zinc(II) ions is described. This receptor is readily prepared from the dipeptide precursor by a microwave-assisted intramolecular cyclization reaction. Upon addition of zinc(II), the receptor binds di- and triphosphate ions with high affinity and selectivity in aqueous solution, as determined by using a fluorescent indicator displacement assay.

  DOI：

  10.1021/jo802555u
• 作为产物：
  描述：

  (2S)-5-[bis(pyridin-2-ylmethyl)amino]-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid 、 methyl (2S)-2-amino-5-[bis(pyridin-2-ylmethyl)amino]pentanoate;hydrochloride 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 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 23.0h， 以91%的产率得到Nα-Boc-L-Orn(DPA)-L-Orn(DPA)-OCH3
  参考文献：
  名称：

  Selective Anion Binding in Water with Use of a Zinc(II) Dipicolylamino Functionalized Diketopiperazine Scaffold

  摘要：

  [GRAPHICS]The design and synthesis of a diketopiperazine based anion receptor bearing two dipicolylamino arms complexed to zinc(II) ions is described. This receptor is readily prepared from the dipeptide precursor by a microwave-assisted intramolecular cyclization reaction. Upon addition of zinc(II), the receptor binds di- and triphosphate ions with high affinity and selectivity in aqueous solution, as determined by using a fluorescent indicator displacement assay.

  DOI：

  10.1021/jo802555u

文献信息

• Selective Anion Binding in Water with Use of a Zinc(II) Dipicolylamino Functionalized Diketopiperazine Scaffold
  作者：Jessica Veliscek Carolan、Stephen J. Butler、Katrina A. Jolliffe

  DOI：10.1021/jo802555u

  日期：2009.4.17

  [GRAPHICS]The design and synthesis of a diketopiperazine based anion receptor bearing two dipicolylamino arms complexed to zinc(II) ions is described. This receptor is readily prepared from the dipeptide precursor by a microwave-assisted intramolecular cyclization reaction. Upon addition of zinc(II), the receptor binds di- and triphosphate ions with high affinity and selectivity in aqueous solution, as determined by using a fluorescent indicator displacement assay.