1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-methylselanyl-4-trimethylsilyloxyoxolan-2-yl]-4-(1,2,4-triazol-1-yl)pyrimidin-2-one | 1054668-56-2

• 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: 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-methylselanyl-4-trimethylsilyloxyoxolan-2-yl]-4-(1,2,4-triazol-1-yl)pyrimidin-2-one
• CAS: 1054668-56-2
• 化学式: C₃₆H₄₁N₅O₆SeSi
• 分子量: 746.797
• InChiKey: VRKWRHPZYZSATH-DWNQJFHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-methylselanyl-4-trimethylsilyloxyoxolan-2-yl]-4-(1,2,4-triazol-1-yl)pyrimidin-2-one 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 3.25h， 生成 N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-methylseleno-2'-deoxycytidine
  参考文献：
  名称：

  Synthesis of Selenium-Derivatized Cytidine and Oligonucleotides for X-ray Crystallography Using MAD

  摘要：

  Synthesis of the novel 2'-Se-cytidine phosphoramidite was achieved via transformation of the uridine analogue to the cytidine derivative in high yield. This 2'-Se-cytidine phosphoramidite was used to synthesize selenium-derivatized DNA and RNA oligonucleotides for X-ray crystallography using MAD. The nucleotide coupling yield using this novel phosphoramidite was over 99% when 5-benzylmercaptotetrazole (5-BMT) was used as the coupling reagent.

  DOI：

  10.1021/ol0365077
• 作为产物：
  描述：

  1H-1,2,4-三唑 、 三甲基硅咪唑 、 5'-O-[二(4-甲氧基苯基)苯基甲基]-2'-硒-甲基-2'-硒代尿苷 在 三氯氧磷 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-methylselanyl-4-trimethylsilyloxyoxolan-2-yl]-4-(1,2,4-triazol-1-yl)pyrimidin-2-one
  参考文献：
  名称：

  Synthesis of Selenium-Derivatized Cytidine and Oligonucleotides for X-ray Crystallography Using MAD

  摘要：

  Synthesis of the novel 2'-Se-cytidine phosphoramidite was achieved via transformation of the uridine analogue to the cytidine derivative in high yield. This 2'-Se-cytidine phosphoramidite was used to synthesize selenium-derivatized DNA and RNA oligonucleotides for X-ray crystallography using MAD. The nucleotide coupling yield using this novel phosphoramidite was over 99% when 5-benzylmercaptotetrazole (5-BMT) was used as the coupling reagent.

  DOI：

  10.1021/ol0365077

文献信息

• Synthesis of Selenium-Derivatized Cytidine and Oligonucleotides for X-ray Crystallography Using MAD
  作者：Yuri Buzin、Nicolas Carrasco、Zhen Huang

  DOI：10.1021/ol0365077

  日期：2004.4.1

  Synthesis of the novel 2'-Se-cytidine phosphoramidite was achieved via transformation of the uridine analogue to the cytidine derivative in high yield. This 2'-Se-cytidine phosphoramidite was used to synthesize selenium-derivatized DNA and RNA oligonucleotides for X-ray crystallography using MAD. The nucleotide coupling yield using this novel phosphoramidite was over 99% when 5-benzylmercaptotetrazole (5-BMT) was used as the coupling reagent.