2'-hydroxymethyl-4'-methoxyoxalyl-6'-(uracil-1-yl)-morpholine | 942480-53-7

• 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: 2'-hydroxymethyl-4'-methoxyoxalyl-6'-(uracil-1-yl)-morpholine
• CAS: 942480-53-7
• 化学式: C₁₂H₁₅N₃O₇
• 分子量: 313.267
• InChiKey: HOMPSFSTJMKMON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.57
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  130.93
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2'-hydroxymethyl-4'-methoxyoxalyl-6'-(uracil-1-yl)-morpholine 、 2'-aminomethyl-6'-(uracil-1-yl)-morpholine 在 吡啶 、 三乙胺 作用下， 以80%的产率得到
  参考文献：
  名称：

  New oligonucleotide analogues based on morpholine subunits joined by oxalyl diamide tether

  摘要：

  We report on the design, synthesis and some of the properties of the new oligonucleotide analogues based on morpholine nucleoside (MorB) subunits joined by an oxalyl diamide tether instead of a phosphate group. The synthetic strategy and oligomer design are optimized to easily obtain target substances without using protective groups. The dimers HOMorU-Ox-NHMorU, HOMorU-Ox-NHMorA, and uracil containing the hexamer HOMorU-(Ox-NHMorU)(5) were synthesized. The structures of all substances were confirmed by H-1, C-13, NMR, and mass spectroscopy. Base stacking interactions in dimers were revealed by CD-spectra data. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.12.003
• 作为产物：
  描述：

  草酸二甲酯 、 1-(6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到2'-hydroxymethyl-4'-methoxyoxalyl-6'-(uracil-1-yl)-morpholine
  参考文献：
  名称：

  New oligonucleotide analogues based on morpholine subunits joined by oxalyl diamide tether

  摘要：

  We report on the design, synthesis and some of the properties of the new oligonucleotide analogues based on morpholine nucleoside (MorB) subunits joined by an oxalyl diamide tether instead of a phosphate group. The synthetic strategy and oligomer design are optimized to easily obtain target substances without using protective groups. The dimers HOMorU-Ox-NHMorU, HOMorU-Ox-NHMorA, and uracil containing the hexamer HOMorU-(Ox-NHMorU)(5) were synthesized. The structures of all substances were confirmed by H-1, C-13, NMR, and mass spectroscopy. Base stacking interactions in dimers were revealed by CD-spectra data. (C) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.12.003