1-{3-[bis(2-hydroxyethyl)amino]-5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione | 850452-77-6

• 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-{3-[bis(2-hydroxyethyl)amino]-5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione
• CAS: 850452-77-6
• 化学式: C₃₆H₄₃N₃O₁₀
• 分子量: 677.752
• InChiKey: ZSORSRRYPIPSNZ-DWNQJFHRSA-N

物化性质

• 沸点：
  870.6±75.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  49.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  165.08
• 氢给体数：
  4.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  1-{3-[bis(2-hydroxyethyl)amino]-5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione 、 正硅酸甲酯 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以48%的产率得到1-{5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-8-methoxy-4,7,9,14-tetraoxa-1-aza-8-sila-tricyclo[6.3.3.0^2,6]tetradec-3-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Syntheses of Silatranyl- and Germatranyluridines

  摘要：

  [GRAPHICS]Silatranyluridine 1 and germatranyluridine 2 have been prepared in five steps from oxazolinouridine 3 in 27 and 29% yields, respectively. These compounds are novel transition-state analogues (TSAs) for RNA hydrolysis and offer a number of advantages over traditional vanadium-or rhenium-based TSAs. Germatrane 2 is completely stable in D2O at room temperature, and the half-life of silatrane 1 in D2O was found to be > 7 days by H-1 NMR spectroscopy.

  DOI：

  10.1021/ol050133v
• 作为产物：
  描述：

  环氧乙烷 、 5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine 以 甲醇 为溶剂， 反应 2.0h， 以25%的产率得到1-{3-[bis(2-hydroxyethyl)amino]-5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl}-3-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Syntheses of Silatranyl- and Germatranyluridines

  摘要：

  [GRAPHICS]Silatranyluridine 1 and germatranyluridine 2 have been prepared in five steps from oxazolinouridine 3 in 27 and 29% yields, respectively. These compounds are novel transition-state analogues (TSAs) for RNA hydrolysis and offer a number of advantages over traditional vanadium-or rhenium-based TSAs. Germatrane 2 is completely stable in D2O at room temperature, and the half-life of silatrane 1 in D2O was found to be > 7 days by H-1 NMR spectroscopy.

  DOI：

  10.1021/ol050133v