(E)-3-methyl-5-(2,6,6-trimethylcyclohex-2-enyl)pent-2-enal | 28763-16-8

• 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: (E)-3-methyl-5-(2,6,6-trimethylcyclohex-2-enyl)pent-2-enal
• 英文别名: (E)-3-methyl-5-(2,6,6-trimethylcyclohex-2-en-1-yl)pent-2-enal
• CAS: 28763-16-8
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: QYNVYWHPULSKRW-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Farnesal 在 NaY zeolite 作用下， 以 正己烷 为溶剂， 反应 3.0h， 生成 (Z)-3-methyl-5-(2,6,6-trimethylcyclohex-2-enyl)pent-2-enal 、 (E)-3-methyl-5-(2,6,6-trimethylcyclohex-2-enyl)pent-2-enal 、 2-(2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl)acetaldehyde 、 2-(2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl)acetaldehyde
  参考文献：
  名称：

  Zeolite NaY-Promoted Cyclization of Farnesal:  A Short Route to Nanaimoal

  摘要：

  The sesquiterpene nanaimoal was synthesized in 21% overall yield and in a biomimetic manner. As a key step, the acid-catalyzed cyclization of farnesal under zeolite NaY confinement conditions was used. The intrazeolite cyclization of farnesal affords as major product a double-bond isomer of nanaimoal, via a novel diastereoselective tandem 1,5-diene cyclization/Prins-type reaction.

  DOI：

  10.1021/jo7024527

文献信息

• Zeolite NaY-Promoted Cyclization of Farnesal:  A Short Route to Nanaimoal
  作者：Constantinos Tsangarakis、Ioannis N. Lykakis、Manolis Stratakis

  DOI：10.1021/jo7024527

  日期：2008.4.1

  The sesquiterpene nanaimoal was synthesized in 21% overall yield and in a biomimetic manner. As a key step, the acid-catalyzed cyclization of farnesal under zeolite NaY confinement conditions was used. The intrazeolite cyclization of farnesal affords as major product a double-bond isomer of nanaimoal, via a novel diastereoselective tandem 1,5-diene cyclization/Prins-type reaction.