(5R,6R,9R,10R)-6,9-oxido-docos-1-ene-5,10-diol | 1064038-76-1

• 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: (5R,6R,9R,10R)-6,9-oxido-docos-1-ene-5,10-diol
• CAS: 1064038-76-1
• 化学式: C₂₂H₄₂O₃
• 分子量: 354.574
• InChiKey: XJYQGNNBDGDYCE-GXRSIYKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  25.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5R,6R,9R,10R)-6,9-oxido-docos-1-ene-5,10-diol 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以86%的产率得到(5R,6R,9R,10R)-5,10-di-(t-butyldimethylsilyloxy)-6,9-oxido-1-docosene
  参考文献：
  名称：

  Structural Determination of Montanacin D by Total Synthesis

  摘要：

  The first total syntheses of acetogenin 3 and its 4S,8R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetra hydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.

  DOI：

  10.1021/ol801576z
• 作为产物：
  描述：

  、 亚甲基三苯基膦烷 以 四氢呋喃 为溶剂， 反应 2.0h， 以247 mg的产率得到(5R,6R,9R,10R)-6,9-oxido-docos-1-ene-5,10-diol
  参考文献：
  名称：

  Structural Determination of Montanacin D by Total Synthesis

  摘要：

  The first total syntheses of acetogenin 3 and its 4S,8R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetra hydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.

  DOI：

  10.1021/ol801576z