(R)-3-methylnonan-1,9-diol | 161881-59-0

• 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: (R)-3-methylnonan-1,9-diol
• CAS: 161881-59-0
• 化学式: C₁₀H₂₂O₂
• 分子量: 174.283
• InChiKey: CLILDWHSGQDKNC-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  12.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-(-)-α-甲氧基-α-(三氟甲基)苯乙酸 、 (R)-3-methylnonan-1,9-diol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-methyl-9-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-nonyl ester
  参考文献：
  名称：

  Absolute configuration of main chain of AAL-toxins.

  摘要：

  AAL-toxins TA(1) 1 and TA(2) 2, host-specific toxins produced by Alternaria alternata, were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-aminobutan-1-3-diol, which were further converted to (R)-MTPA esters. These esters were correlated with synthesis samples by comparison of their 500 MHz H-1-NMR spectra. The remaining stereocenters were determined by the comparison of H-1-NMR spectra of 6a and 7 derived from 1 and 2 with those of synthetic model compounds. These data conclude that AAL-toxins possess 2S, 4S, 5R, 11S, 13S, 14R and 15R configurations.

  DOI：

  10.1016/s0040-4020(01)89343-1
• 作为产物：
  描述：

  (3R,5EZ)-1-benzyloxy-3-methyl-6-nonen-9-ol 在 palladium hydroxide - carbon 氢气 作用下， 以 乙醇 为溶剂， 反应 3.5h， 以49%的产率得到(R)-3-methylnonan-1,9-diol
  参考文献：
  名称：

  Absolute configuration of main chain of AAL-toxins.

  摘要：

  AAL-toxins TA(1) 1 and TA(2) 2, host-specific toxins produced by Alternaria alternata, were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-aminobutan-1-3-diol, which were further converted to (R)-MTPA esters. These esters were correlated with synthesis samples by comparison of their 500 MHz H-1-NMR spectra. The remaining stereocenters were determined by the comparison of H-1-NMR spectra of 6a and 7 derived from 1 and 2 with those of synthetic model compounds. These data conclude that AAL-toxins possess 2S, 4S, 5R, 11S, 13S, 14R and 15R configurations.

  DOI：

  10.1016/s0040-4020(01)89343-1