[(2R)-3-[[(1S,2R,3S,4S,5R,6R)-3-hydroxy-2,4,6-tris(phenylmethoxy)-5-phenylmethoxycarbonyloxycyclohexyl]oxy-phenylmethoxyphosphoryl]oxy-2-octanoyloxypropyl] octanoate | 1044742-30-4

• 分子结构分类: 有机化合物
• 英文名称: [(2R)-3-[[(1S,2R,3S,4S,5R,6R)-3-hydroxy-2,4,6-tris(phenylmethoxy)-5-phenylmethoxycarbonyloxycyclohexyl]oxy-phenylmethoxyphosphoryl]oxy-2-octanoyloxypropyl] octanoate
• CAS: 1044742-30-4
• 化学式: C₆₁H₇₇O₁₅P
• 分子量: 1081.25
• InChiKey: SPRYQEGJMNQXBO-KEDMHASASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  77
• 可旋转键数：
  39
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  181
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  [(2R)-3-[[(1S,2R,3S,4S,5R,6R)-3-hydroxy-2,4,6-tris(phenylmethoxy)-5-phenylmethoxycarbonyloxycyclohexyl]oxy-phenylmethoxyphosphoryl]oxy-2-octanoyloxypropyl] octanoate 、 二苯基N,N'-二异丙基亚磷酰胺 在 4,5-二氰基咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 C₇₅H₉₀O₁₇P₂
  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：

  benzyl [(1R,2S,3S,4R,5S,6R)-3-hydroxy-5-[hydroxy(phenylmethoxy)phosphoryl]oxy-2,4,6-tris(phenylmethoxy)cyclohexyl] carbonate 、 1,2-十八酰基-sn-甘油 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以0.165 g的产率得到[(2R)-3-[[(1S,2R,3S,4S,5R,6R)-3-hydroxy-2,4,6-tris(phenylmethoxy)-5-phenylmethoxycarbonyloxycyclohexyl]oxy-phenylmethoxyphosphoryl]oxy-2-octanoyloxypropyl] octanoate
  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