ethyl N-(2-Boc-aminoethyl)-N-(cyanuric-1-ylacetyl)glycinate | 299170-60-8

• 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: ethyl N-(2-Boc-aminoethyl)-N-(cyanuric-1-ylacetyl)glycinate
• 英文别名: Ethyl 2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl-[2-(2,4,6-trioxo-1,3,5-triazinan-1-yl)acetyl]amino]acetate；ethyl 2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl-[2-(2,4,6-trioxo-1,3,5-triazinan-1-yl)acetyl]amino]acetate
• CAS: 299170-60-8
• 化学式: C₁₆H₂₅N₅O₈
• 分子量: 415.403
• InChiKey: DSABGJIQQBOGKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  163
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl N-(2-Boc-aminoethyl)-N-(cyanuric-1-ylacetyl)glycinate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Cyanuryl peptide nucleic acid: synthesis and DNA complexation properties

  摘要：

  The synthesis of cyanuryl PNA monomer (CyaPNA) 6 was achieved by direct N-monoalkylation of cyanuric acid with N-(2-Boc-aminoethyl)-N'-(bromoacetyl)glycyl ethyl ester 4. Compound 6 was incorporated as a T-mimic into PNA oligomers and biophysical studies on their triplexes/duplex complexes with complementary DNA oligomers indicated unusual stabilization of PNA:DNA hybrids when the cyanuryl unit was located in the middle of the PNA oligomer. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.095
• 作为产物：
  描述：

  benzyl (2,4,6-trioxo-1,3,5-triazin-1-yl)acetate 在 氢氧化钾 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 生成 ethyl N-(2-Boc-aminoethyl)-N-(cyanuric-1-ylacetyl)glycinate
  参考文献：
  名称：

  Cyanuryl-PNA Monomer:  Synthesis and Crystal Structure

  摘要：

  The chemical synthesis and crystal structure of the peptide nucleic acid (PNA) monomer 11 having cyanuric acid as the nucleobase is reported. The crystal structure of 11 shows molecular tapes arising from continuous intermolecular dimeric hydrogen bonding, with successive tapes held by single hydrogen bonds in the backbone.

  DOI：

  10.1021/ol006257j

文献信息

• Cyanuryl peptide nucleic acid: synthesis and DNA complexation properties
  作者：Raman Vysabhattar、K.N. Ganesh

  DOI：10.1016/j.tetlet.2007.12.095

  日期：2008.2

  The synthesis of cyanuryl PNA monomer (CyaPNA) 6 was achieved by direct N-monoalkylation of cyanuric acid with N-(2-Boc-aminoethyl)-N'-(bromoacetyl)glycyl ethyl ester 4. Compound 6 was incorporated as a T-mimic into PNA oligomers and biophysical studies on their triplexes/duplex complexes with complementary DNA oligomers indicated unusual stabilization of PNA:DNA hybrids when the cyanuryl unit was located in the middle of the PNA oligomer. (c) 2008 Elsevier Ltd. All rights reserved.
• Cyanuryl-PNA Monomer:  Synthesis and Crystal Structure
  作者：Gangadhar J. Sanjayan、V. R. Pedireddi、Krishna N. Ganesh

  DOI：10.1021/ol006257j

  日期：2000.9.1

  The chemical synthesis and crystal structure of the peptide nucleic acid (PNA) monomer 11 having cyanuric acid as the nucleobase is reported. The crystal structure of 11 shows molecular tapes arising from continuous intermolecular dimeric hydrogen bonding, with successive tapes held by single hydrogen bonds in the backbone.