4-methyl-5-[(2R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]pyrimidin-2-amine | 1054606-09-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-5-[(2R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]pyrimidin-2-amine
• CAS: 1054606-09-5
• 化学式: C₂₅H₂₉N₃O₃
• 分子量: 419.524
• InChiKey: QQYTXQAYYMRXKZ-TZRRMPRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Bredereck 试剂 、 硫酸亚氨脲 、 1-[(2R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]propan-2-one 在 sodium ethanolate 作用下， 以 甲苯 、 乙醇 为溶剂， 生成 4-[[(2R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]methyl]pyrimidin-2-amine 、 4-methyl-5-[(2R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]pyrimidin-2-amine
  参考文献：
  名称：

  Diastereoselective Synthesis of 2′,3′-Dideoxy- β-C- Glucopyranosides as Intermediates for the Synthesis of 2′,3′-Dideoxy-β-D-Glucopyranosyl-C-Nucleosides

  摘要：

  An extension of the Vorbruggen method of nucleotide synthesis for the synthesis of G glucopyranosides, as intermediates for C-nucleosides, is described. It could be shown that the diastereoselectivity of the reaction can be tuned by a simple change of protecting groups.

  DOI：

  10.1080/15257770701508695

文献信息

• Diastereoselective Synthesis of 2′,3′-Dideoxy- β-<i>C</i>- Glucopyranosides as Intermediates for the Synthesis of 2′,3′-Dideoxy-β-D-Glucopyranosyl-<i>C</i>-Nucleosides
  作者：Michael Löpfe、Jay S. Siegel

  DOI：10.1080/15257770701508695

  日期：2007.11.26

  An extension of the Vorbruggen method of nucleotide synthesis for the synthesis of G glucopyranosides, as intermediates for C-nucleosides, is described. It could be shown that the diastereoselectivity of the reaction can be tuned by a simple change of protecting groups.