(R)-3-((二甲氧基磷酰基)氧基)-2-羟丙基棕榈酸酯 | 83112-26-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 中文名称: (R)-3-((二甲氧基磷酰基)氧基)-2-羟丙基棕榈酸酯
• 英文名称: (R)-3-((dimethoxyphosphoryl)oxy)-2-hydroxypropyl palmitate
• 英文别名: [(2R)-3-dimethoxyphosphoryloxy-2-hydroxypropyl] hexadecanoate
• CAS: 83112-26-9
• 化学式: C₂₁H₄₃O₇P
• 分子量: 438.542
• InChiKey: ZUXNULJAEQOROY-HXUWFJFHSA-N

物化性质

• 沸点：
  523.2±40.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-3-((二甲氧基磷酰基)氧基)-2-羟丙基棕榈酸酯 在 三甲基溴硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 4.17h， 生成 1-棕榈酰基-sn-甘油-3-磷酸钠盐
  参考文献：
  名称：

  Cost-Effective and Large-Scale Synthesis of 16:0 Lysophosphatidic Acid

  摘要：

  Lysophosphatidic acid (LPA) is a bioactive compound that has gained attention because of its role in neoplastic diseases. Popularity of the compound has necessitated the use of large quantities of the phospholipid for in vivo and in vitro testing, but methods for generating LPA require the use of costly procedures, namely phosphoramidite coupling reagents. Additionally there has been no reported large-scale synthesis of LPA. In the present study we report the cost-effective and large-scale synthesis of 16: 0 LPA.

  DOI：

  10.1080/00397911.2011.587080
• 作为产物：
  描述：

  (R)-2,3-dihydroxypropyl dimethyl phosphate 、 棕榈酰氯 在 2,4,6-三甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.42h， 生成 (R)-3-((二甲氧基磷酰基)氧基)-2-羟丙基棕榈酸酯
  参考文献：
  名称：

  Cost-Effective and Large-Scale Synthesis of 16:0 Lysophosphatidic Acid

  摘要：

  Lysophosphatidic acid (LPA) is a bioactive compound that has gained attention because of its role in neoplastic diseases. Popularity of the compound has necessitated the use of large quantities of the phospholipid for in vivo and in vitro testing, but methods for generating LPA require the use of costly procedures, namely phosphoramidite coupling reagents. Additionally there has been no reported large-scale synthesis of LPA. In the present study we report the cost-effective and large-scale synthesis of 16: 0 LPA.

  DOI：

  10.1080/00397911.2011.587080

文献信息

• Cost-Effective and Large-Scale Synthesis of 16:0 Lysophosphatidic Acid
  作者：James E. East、Timothy L. Macdonald

  DOI：10.1080/00397911.2011.587080

  日期：2012.12.15

  Lysophosphatidic acid (LPA) is a bioactive compound that has gained attention because of its role in neoplastic diseases. Popularity of the compound has necessitated the use of large quantities of the phospholipid for in vivo and in vitro testing, but methods for generating LPA require the use of costly procedures, namely phosphoramidite coupling reagents. Additionally there has been no reported large-scale synthesis of LPA. In the present study we report the cost-effective and large-scale synthesis of 16: 0 LPA.