(2R,3S,4R)-4-[2-(4-methylphenyl)pyrimidin-5-yl]-1,3,4-tris(phenylmethoxy)butan-2-ol | 1055327-73-5

• 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: (2R,3S,4R)-4-[2-(4-methylphenyl)pyrimidin-5-yl]-1,3,4-tris(phenylmethoxy)butan-2-ol
• CAS: 1055327-73-5
• 化学式: C₃₆H₃₆N₂O₄
• 分子量: 560.693
• InChiKey: PDBKLKLNCTZOBK-VATRIRCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-甲基苯甲脒盐酸盐 、 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde 在 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 11.0h， 以82%的产率得到(2R,3S,4R)-4-[2-(4-methylphenyl)pyrimidin-5-yl]-1,3,4-tris(phenylmethoxy)butan-2-ol
  参考文献：
  名称：

  An improved synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids

  摘要：

  The synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids was optimized and developed. The synthesis of acyclic polyol-fused pyrimidines was achieved in good to excellent yield with high purity by the cyclocondensation of 2-C-formyl glycals and various amidines using K2CO3 as inorganic base in co-solvent system. In comparison, the syntheses of pyrazole-based acyclo-C-nucleosides were accomplished simply by the cyclocondensation of 2-C-formyl glycals with hydrazine hydrate at room temperature and with phenyl hydrazine at refluxing temperature in ethanol. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.032

文献信息

• An improved synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids
  作者：Ram Sagar、Moon-Ju Kim、Seung Bum Park

  DOI：10.1016/j.tetlet.2008.06.032

  日期：2008.8

  The synthesis of pyrimidine- and pyrazole-based acyclo-C-nucleosides as carbohybrids was optimized and developed. The synthesis of acyclic polyol-fused pyrimidines was achieved in good to excellent yield with high purity by the cyclocondensation of 2-C-formyl glycals and various amidines using K2CO3 as inorganic base in co-solvent system. In comparison, the syntheses of pyrazole-based acyclo-C-nucleosides were accomplished simply by the cyclocondensation of 2-C-formyl glycals with hydrazine hydrate at room temperature and with phenyl hydrazine at refluxing temperature in ethanol. (c) 2008 Elsevier Ltd. All rights reserved.