methyl (2R,3S)-3-(4,8-dimethylnona-3,7-dienyl)-3-methyloxirane-2-carboxylate | 1196980-53-6

• 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: methyl (2R,3S)-3-(4,8-dimethylnona-3,7-dienyl)-3-methyloxirane-2-carboxylate
• 英文别名: methyl (2R,3S)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-3-methyloxirane-2-carboxylate
• CAS: 1196980-53-6
• 化学式: C₁₆H₂₆O₃
• 分子量: 266.381
• InChiKey: FXBWJOKIUOCPTE-HUUYWPLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (2R,3S)-3-(4,8-dimethylnona-3,7-dienyl)-3-methyloxirane-2-carboxylate 在 甲基磺酰胺 、 AD-mix-α 作用下， 以 水 、 叔丁醇 为溶剂， 反应 19.0h， 以20%的产率得到
  参考文献：
  名称：

  Structure Determination of a New Juvenile Hormone from a Heteropteran Insect

  摘要：

  The structure of the juvenile hormone (JH) in the suborder Heteroptera, order Hemiptera, has been known for a very long time to be different from the JH of other orders, but the structure has been a matter of controversy. The structure was first elucidated by an unprecedented approach involving the screening of a JH molecular library. The novel Heteroptera-specific JH (JHSB(3)) is a new category of JH that is featured by the skipped bisepoxide structure.

  DOI：

  10.1021/ol902161x
• 作为产物：
  描述：

  重氮甲烷 、 (2R,3S)-3-((E)-4,8-dimethylnona-3,7-dien-1-yl)-3-methyloxirane-2-carboxylic acid 以 乙醚 为溶剂， 反应 0.5h， 以2.45 g的产率得到methyl (2R,3S)-3-(4,8-dimethylnona-3,7-dienyl)-3-methyloxirane-2-carboxylate
  参考文献：
  名称：

  Structure Determination of a New Juvenile Hormone from a Heteropteran Insect

  摘要：

  The structure of the juvenile hormone (JH) in the suborder Heteroptera, order Hemiptera, has been known for a very long time to be different from the JH of other orders, but the structure has been a matter of controversy. The structure was first elucidated by an unprecedented approach involving the screening of a JH molecular library. The novel Heteroptera-specific JH (JHSB(3)) is a new category of JH that is featured by the skipped bisepoxide structure.

  DOI：

  10.1021/ol902161x

文献信息

• Structure Determination of a New Juvenile Hormone from a Heteropteran Insect
  作者：Toyomi Kotaki、Tetsuro Shinada、Kanako Kaihara、Yasufumi Ohfune、Hideharu Numata

  DOI：10.1021/ol902161x

  日期：2009.11.19

  The structure of the juvenile hormone (JH) in the suborder Heteroptera, order Hemiptera, has been known for a very long time to be different from the JH of other orders, but the structure has been a matter of controversy. The structure was first elucidated by an unprecedented approach involving the screening of a JH molecular library. The novel Heteroptera-specific JH (JHSB(3)) is a new category of JH that is featured by the skipped bisepoxide structure.