N-[5-[(2S,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-sulfanylidene-1H-pyrimidin-2-yl]benzamide | 1263312-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-[5-[(2S,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-sulfanylidene-1H-pyrimidin-2-yl]benzamide
• CAS: 1263312-60-2
• 化学式: C₅₂H₆₆N₅O₈PSSi
• 分子量: 980.25
• InChiKey: FPAXGAZQALEFBX-ALHFUMODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.91
• 重原子数：
  68
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  177
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-[5-[(2S,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-sulfanylidene-1H-pyrimidin-2-yl]benzamide 、 beta-胸苷 在 吡啶 、 四氮唑 、 碘 、 4-二甲氨基吡啶 、 乙酸酐 、 ammonium hydroxide 作用下， 以 四氢呋喃 、 水 、 吡啶 、 乙醇 为溶剂， 反应 2.0h， 生成 1-[(2R,4S,5R)-5-[[[(2R,3R,4S,5S)-5-(2-amino-6-sulfanylidene-1H-pyrimidin-5-yl)-4-[tert-butyl(dimethyl)silyl]oxy-2-(hydroxymethyl)oxolan-3-yl]oxy-hydroxyphosphoryl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-methyl-2-oxopyrimidin-4-olate 、 、 、 、
  参考文献：
  名称：

  Synthesis and triplex-forming properties of oligonucleotides containing thio-substituted C-nucleoside 4-thiopseudoisocytidine

  摘要：

  We synthesized the 3'-phosphoramidite building block of 4-thiopseudoisocytidine (s(4)psi iC) and incorporated it into triplex-forming oligonucleotides (TF05). The results of thermal denaturation of triplexes incorporating s(4)psi iC showed that s(4)psi iC could be used as a nucleoside component of TFOs to increase the thermal stability of triplexes at pH 7. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.065
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 在 吡啶 、 咪唑 、 N-甲基咪唑 、 2,4,6-三甲基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 9.67h， 生成 N-[5-[(2S,3S,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-sulfanylidene-1H-pyrimidin-2-yl]benzamide
  参考文献：
  名称：

  Synthesis and triplex-forming properties of oligonucleotides containing thio-substituted C-nucleoside 4-thiopseudoisocytidine

  摘要：

  We synthesized the 3'-phosphoramidite building block of 4-thiopseudoisocytidine (s(4)psi iC) and incorporated it into triplex-forming oligonucleotides (TF05). The results of thermal denaturation of triplexes incorporating s(4)psi iC showed that s(4)psi iC could be used as a nucleoside component of TFOs to increase the thermal stability of triplexes at pH 7. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.065

文献信息

• Synthesis and triplex-forming properties of oligonucleotides containing thio-substituted C-nucleoside 4-thiopseudoisocytidine
  作者：Shi-Qi Cao、Itaru Okamoto、Hirosuke Tsunoda、Akihiro Ohkubo、Kohji Seio、Mitsuo Sekine

  DOI：10.1016/j.tetlet.2010.11.065

  日期：2011.1

  We synthesized the 3'-phosphoramidite building block of 4-thiopseudoisocytidine (s(4)psi iC) and incorporated it into triplex-forming oligonucleotides (TF05). The results of thermal denaturation of triplexes incorporating s(4)psi iC showed that s(4)psi iC could be used as a nucleoside component of TFOs to increase the thermal stability of triplexes at pH 7. (C) 2010 Elsevier Ltd. All rights reserved.