(2Z,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid | 1262320-82-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2Z,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid
• CAS: 1262320-82-0
• 化学式: C₁₅H₂₄O₃
• 分子量: 252.354
• InChiKey: DIAZNFMKLJLDNM-NRJUULOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  49.83
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2Z,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid 、 碘甲烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.5h， 生成 methyl (2Z,6E)-10,11-epoxyfarnesoate
  参考文献：
  名称：

  First preparation of single-enantiomer juvenile hormone III acid and (R)-juvenile hormone III-d₃

  摘要：

  The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH3I and K2CO3 in MeCN, yielding (RS)-1. (R)-JH III-d3 [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD3I and K2CO3 in MeCN.

  DOI：

  10.1080/14786411003752045
• 作为产物：
  描述：

  methyl (2Z,6E)-10,11-epoxyfarnesoate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以48%的产率得到(2Z,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid
  参考文献：
  名称：

  First preparation of single-enantiomer juvenile hormone III acid and (R)-juvenile hormone III-d₃

  摘要：

  The (R)- and (S)-enantiomers of juvenile hormone (JH) III acid [(R)-2 and (S)-2] were prepared by the hydrolysis of (R)- and (S)-JH III [(R)-1 and (S)-1], respectively. Each enantiomer of 2 was purified by preparative reversed-phase high performance liquid chromatography in a single operation. (RS)-2 was methylated with CH3I and K2CO3 in MeCN, yielding (RS)-1. (R)-JH III-d3 [(R)-3], a single-enantiomer internal standard for quantification, was prepared from (R)-2 with CD3I and K2CO3 in MeCN.

  DOI：

  10.1080/14786411003752045