Hexadecanoic acid (R)-2-hexadecanoyloxy-1-mercaptomethyl-ethyl ester | 192817-11-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Hexadecanoic acid (R)-2-hexadecanoyloxy-1-mercaptomethyl-ethyl ester
• 英文别名: [(2R)-2-hexadecanoyloxy-3-sulfanylpropyl] hexadecanoate
• CAS: 192817-11-1
• 化学式: C₃₅H₆₈O₄S
• 分子量: 584.989
• InChiKey: TWDPQMKGQPYVPF-MGBGTMOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  40
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  53.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Hexadecanoic acid (R)-2-hexadecanoyloxy-1-mercaptomethyl-ethyl ester 在 四氮唑 、 四丁基高碘酸铵 、 N,N-二异丙基乙胺 作用下， 生成 Hexadecanoic acid (R)-1-hexadecanoyloxymethyl-2-{methoxy-[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-(2-methoxy-ethoxymethoxy)-cyclohexyloxy]-phosphorylsulfanyl}-ethyl ester
  参考文献：
  名称：

  SYNTHESIS OF ENANTIOMERICALLY PURE PHOSPHOROTHIOLATE ASSAY SUBSTRATE FOR PHOSPHATIDYLINOSITOL-SPECIFIC PHOSPHOLIPASE C

  摘要：

  An optimized synthesis of enantiopure (2R)-1,2-dioctanoyloxy- and (2R) 1,2-dipalmitoyloxypropane-thiophospho-(1 D-myo-inositol) is reported starting from R-glycidol and the readily available ID-1-terr-butyldiphenylsilylmva-inositol. The key synthesis of the phosphothiolester bond is carried out by the phosphoramidite chemistry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00197-2
• 作为产物：
  描述：

  Hexadecanoic acid (R)-1-acetylsulfanylmethyl-2-hexadecanoyloxy-ethyl ester 在 盐酸 、 甲醇 、 silver nitrate 作用下， 生成 Hexadecanoic acid (R)-2-hexadecanoyloxy-1-mercaptomethyl-ethyl ester
  参考文献：
  名称：

  SYNTHESIS OF ENANTIOMERICALLY PURE PHOSPHOROTHIOLATE ASSAY SUBSTRATE FOR PHOSPHATIDYLINOSITOL-SPECIFIC PHOSPHOLIPASE C

  摘要：

  An optimized synthesis of enantiopure (2R)-1,2-dioctanoyloxy- and (2R) 1,2-dipalmitoyloxypropane-thiophospho-(1 D-myo-inositol) is reported starting from R-glycidol and the readily available ID-1-terr-butyldiphenylsilylmva-inositol. The key synthesis of the phosphothiolester bond is carried out by the phosphoramidite chemistry. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00197-2

文献信息

• SYNTHESIS OF ENANTIOMERICALLY PURE PHOSPHOROTHIOLATE ASSAY SUBSTRATE FOR PHOSPHATIDYLINOSITOL-SPECIFIC PHOSPHOLIPASE C
  作者：Cornelia Mihai、Jan Mataka、Suzette Riddle、Ming-Daw Tsai、Karol S Bruzik*

  DOI：10.1016/s0960-894x(97)00197-2

  日期：1997.5

  An optimized synthesis of enantiopure (2R)-1,2-dioctanoyloxy- and (2R) 1,2-dipalmitoyloxypropane-thiophospho-(1 D-myo-inositol) is reported starting from R-glycidol and the readily available ID-1-terr-butyldiphenylsilylmva-inositol. The key synthesis of the phosphothiolester bond is carried out by the phosphoramidite chemistry. (C) 1997 Elsevier Science Ltd.