benzyl [(1R,2R,3S,4R,5S,6S)-3-bis(phenylmethoxy)phosphoryloxy-5-hydroxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate | 1044742-28-0

• 分子结构分类: 有机化合物
• 英文名称: benzyl [(1R,2R,3S,4R,5S,6S)-3-bis(phenylmethoxy)phosphoryloxy-5-hydroxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate
• CAS: 1044742-28-0
• 化学式: C₄₉H₄₉O₁₁P
• 分子量: 844.895
• InChiKey: OHGSIKKRFTYAQU-YNFBOJLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  61
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  benzyl [(1R,2R,3S,4R,5S,6S)-3-bis(phenylmethoxy)phosphoryloxy-5-hydroxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate 在 lithium bromide 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 benzyl [(1R,2S,3S,4R,5S,6R)-3-hydroxy-5-[hydroxy(phenylmethoxy)phosphoryl]oxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate
  参考文献：
  名称：

  Catalyst-dependent syntheses of phosphatidylinositol-5-phosphate–DiC8 and its enantiomer

  摘要：

  Peptide-based catalysts have been applied to the enantioselective syntheses of the title Compounds, with this being the first report of the synthesis of an ent-PI5P analogue. The key steps in the synthesis involve asymmetric phosphorylation catalysis. Additional maneuvers were developed with a protecting groups scheme that enabled efficient, streamlined syntheses of these important mediators of biochemical events. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.037
• 作为产物：
  描述：

  氯甲酸苄酯 、 1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol 在 4-二甲氨基吡啶 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以75%的产率得到benzyl [(1R,2R,3S,4R,5S,6S)-3-bis(phenylmethoxy)phosphoryloxy-5-hydroxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate
  参考文献：
  名称：

  Catalyst-dependent syntheses of phosphatidylinositol-5-phosphate–DiC8 and its enantiomer

  摘要：

  Peptide-based catalysts have been applied to the enantioselective syntheses of the title Compounds, with this being the first report of the synthesis of an ent-PI5P analogue. The key steps in the synthesis involve asymmetric phosphorylation catalysis. Additional maneuvers were developed with a protecting groups scheme that enabled efficient, streamlined syntheses of these important mediators of biochemical events. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.037