methyl<2R,5S(S)>-5-<(4-acetoxy-1-oxopentyl)oxy>-2-ethyl-2-methylhexanoate | 103712-17-0

• 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,5S(S)>-5-<(4-acetoxy-1-oxopentyl)oxy>-2-ethyl-2-methylhexanoate
• 英文别名: methyl (2R,5S)-5-[(4S)-4-acetyloxypentanoyl]oxy-2-ethyl-2-methylhexanoate
• CAS: 103712-17-0
• 化学式: C₁₇H₃₀O₆
• 分子量: 330.422
• InChiKey: OWGMBOCCWPKBDJ-GDZNZVCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  23.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl<2R,5S(S)>-5-<(4-acetoxy-1-oxopentyl)oxy>-2-ethyl-2-methylhexanoate 生成 (2R,5S)-2,5-dimethyl-δ-valerolactone 、 (S)-γ-valerolactone
  参考文献：
  名称：

  Degradation and absolute configurational assignment to C34-botryococcene

  摘要：

  C34-Botryococcene, the major hydrocarbon constituent of the B race of Botryoeoccus braunii, was degraded by ozonolysis of its dihydro derivative followed by Baeyer-Villiger oxidation to gamma-valerolactone, 2,5-dimethylhexanolactone, and 2-ethyl-2,5-dimethylhexanolactone. These three lactones were correlated with enantiomerically pure, synthesized materials using a progressive induced chemical shift technique with the chiral shift reagent Eu(hfc)3. The lactones were found to possess 4S, 2R,5S, and 2R,5S configurations respectively, thereby specifying a 3S,7S,10R,13S,16S,20S configuration for C34-botryococcene. A biogenesis for botryococcene from 1R,2R,3R presqualene diphosphate is proposed to account for the observed 10R,13S configuration.

  DOI：

  10.1021/jo00044a039
• 作为产物：
  描述：

  28,29-dihydrobotryococcene 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 生成 methyl<2R,5S(S)>-5-<(4-acetoxy-1-oxopentyl)oxy>-2-ethyl-2-methylhexanoate
  参考文献：
  名称：

  The absolute configuration of (-)-botryococcene

  摘要：

  DOI：

  10.1021/ja00277a054