(2R,3R,4S,5S)-2-(acetoxymethyl)-6-((hydroxy((3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)phosphoryl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1353002-95-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,3R,4S,5S)-2-(acetoxymethyl)-6-((hydroxy((3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)phosphoryl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1353002-95-5
• 化学式: C₂₉H₄₅O₁₃P
• 分子量: 632.642
• InChiKey: WXTDQPQNSCPJOS-MJOWNYDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  43.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  170.19
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  金合欢醇 、 [(2R,3R,4S,5S)-3,4,5-triacetyloxy-6-phosphonooxyoxan-2-yl]methyl acetate 在 吡啶 、 三氯乙腈 作用下， 反应 0.25h， 以86%的产率得到(2R,3R,4S,5S)-2-(acetoxymethyl)-6-((hydroxy((3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)phosphoryl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  One-pot synthesis of phosphate diesters and phosphonate monoesters via a combination of microwave-CCl3CN–pyridine coupling conditions

  摘要：

  Simple and convenient one-pot synthesis of a phosphorus-oxygen bond in phosphate diesters and phosphonate monoesters using trichloroacetonitrile as an activating agent and pyridine as a solvent under microwave irradiation conditions was described. This method is useful for the preparation of various biologically interesting glycophospholipids and also phosphate diesters or phosphonate monoesters containing diverse moieties such as alkyl, prenyl, and benzyl substituents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.032