methyl (2R,3R,23R)-23-((S)-2,2-dimethyl[1,3]-dioxolan-4-yl)-2-docosyl-3-hydroxytetracosanoate | 1221892-16-5

• 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: methyl (2R,3R,23R)-23-((S)-2,2-dimethyl[1,3]-dioxolan-4-yl)-2-docosyl-3-hydroxytetracosanoate
• 英文别名: methyl (2R,3R,23R)-23-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-docosyl-3-hydroxytetracosanoate
• CAS: 1221892-16-5
• 化学式: C₅₂H₁₀₂O₅
• 分子量: 807.379
• InChiKey: QVKTUONGRAKDJI-SGGCHTPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22
• 重原子数：
  57
• 可旋转键数：
  45
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2R,3R,23R)-23-((S)-2,2-dimethyl[1,3]-dioxolan-4-yl)-2-docosyl-3-hydroxytetracosanoate 在 吡啶 、 高碘酸 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 34.0h， 生成 methyl (2R,3R,23R)-3-acetoxy-2-docosyl-23-methyl-24-oxo-tetracosanoate
  参考文献：
  名称：

  Synthetic epoxy-mycolic acids

  摘要：

  We report the synthesis of single enantiomers of epoxy-mycolic acids containing an alpha-methyl-transalkene or a cis-cyclopropane with structures that match those of major isomers of such molecules present in complex mixtures in Mycobacteria such as Mycobacterium fortuitum or Mycobacterium smegmatis (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.089
• 作为产物：
  描述：

  methyl (E/Z)-(2R,3R,23R)-3-(tert-butyldimethylsilanyloxy)-23-((S)-2,2-dimethyl[1.3]dioxolan-4-yl)-2-docosyltetracos-5-enoate 在 吡啶 、 palladium 10% on activated carbon 、 氢气 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 生成 methyl (2R,3R,23R)-23-((S)-2,2-dimethyl[1,3]-dioxolan-4-yl)-2-docosyl-3-hydroxytetracosanoate
  参考文献：
  名称：

  Synthetic epoxy-mycolic acids

  摘要：

  We report the synthesis of single enantiomers of epoxy-mycolic acids containing an alpha-methyl-transalkene or a cis-cyclopropane with structures that match those of major isomers of such molecules present in complex mixtures in Mycobacteria such as Mycobacterium fortuitum or Mycobacterium smegmatis (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.089

文献信息

• The first synthesis of epoxy-mycolic acids
  作者：Dakhil Z. Al Kremawi、Juma’a R. Al Dulayymi、Mark S. Baird

  DOI：10.1016/j.tetlet.2010.01.078

  日期：2010.3

  We report the synthesis of single enantiomers of two epoxy-mycolic acids containing an alpha-methyl-trans-alkene. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthetic epoxy-mycolic acids
  作者：Dakhil Z. Al Kremawi、Juma'a R. Al Dulayymi、Mark S. Baird

  DOI：10.1016/j.tet.2014.06.089

  日期：2014.10

  We report the synthesis of single enantiomers of epoxy-mycolic acids containing an alpha-methyl-transalkene or a cis-cyclopropane with structures that match those of major isomers of such molecules present in complex mixtures in Mycobacteria such as Mycobacterium fortuitum or Mycobacterium smegmatis (C) 2014 Elsevier Ltd. All rights reserved.