{(2-tert-Butoxycarbonylamino-ethyl)-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetyl]-amino}-acetic acid ethyl ester | 476359-54-3

• 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: {(2-tert-Butoxycarbonylamino-ethyl)-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetyl]-amino}-acetic acid ethyl ester
• 英文别名: Ethyl 2-[[2-(1,3-dioxobenzo[de]isoquinolin-2-yl)acetyl]-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]acetate
• CAS: 476359-54-3
• 化学式: C₂₅H₂₉N₃O₇
• 分子量: 483.521
• InChiKey: HPFZYUCVPJXIIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {(2-tert-Butoxycarbonylamino-ethyl)-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetyl]-amino}-acetic acid ethyl ester 在 sodium hydroxide 、 Dowex 50W*8(Py⁺) 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以92%的产率得到2-(N-(2-((tert-butoxy)carbonylamino)ethyl)-2-(1,3-dioxo-1H-benz[de]isoquinoline-2(3H))acetylamino)acetic acid
  参考文献：
  名称：

  Synthesis and characterization of naphthalimide-containing peptide nucleic acid

  摘要：

  Naphthalimide-containing PNA monomer unit 6 was synthesized for the preparation of PNAs containing a naphthalimide chromophore (NPNA). PNA oligomers were purified by reversed-phase HPLC and characterized by MALDI-TOF MS and UV spectra. Thermodynamic analyses revealed that the PNA oligomer containing a naphthalimide moiety at the amino terminal stabilizes PNA-DNA hybrids. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01164-4
• 作为产物：
  描述：

  (1,3-Dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetic acid tert-butyl ester 在 甲酸 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 {(2-tert-Butoxycarbonylamino-ethyl)-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-acetyl]-amino}-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis and characterization of naphthalimide-containing peptide nucleic acid

  摘要：

  Naphthalimide-containing PNA monomer unit 6 was synthesized for the preparation of PNAs containing a naphthalimide chromophore (NPNA). PNA oligomers were purified by reversed-phase HPLC and characterized by MALDI-TOF MS and UV spectra. Thermodynamic analyses revealed that the PNA oligomer containing a naphthalimide moiety at the amino terminal stabilizes PNA-DNA hybrids. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01164-4