2,4,6-trimethyl-2-vinylcyclohexanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4,6-trimethyl-2-vinylcyclohexanone
• 英文别名: (2S,4S,6R)-2-ethenyl-2,4,6-trimethylcyclohexan-1-one
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: VYSNRYRMCJYPJT-IQJOONFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲基戊酰氯 、 2,4,6-trimethyl-2-vinylcyclohexanone 、 3-溴-2,4-二甲氧基吡啶 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以67%的产率得到1-(2,4-dimethoxypyridin-3-yl)-2,4,6-trimethyl-2-vinylcyclohexyl methyl oxalate
  参考文献：
  名称：

  Total Synthesis of (±)-Cordypyridones A and B and Related Epimers

  摘要：

  Efficient racemic synthesis of two antibacterial and antimalarial natural products, cordypyridones A and B, was achieved from Inexpensive, commercially available starting materials in an overall yield of 15% (8% and 7%, respectively). This convergent synthesis utilizes a key coupling step of two fragments and the subsequent functional group transformations lead to the target compounds and their 8-epi-analogues.

  DOI：

  10.1021/ol9023437
• 作为产物：
  描述：

  2-(1-hydroxyethyl)-2,4,6-trimethylcyclohexanone 在 双[Α,Α-双(三氟甲基)苯甲醇合]二苯硫 作用下， 以 甲苯 为溶剂， 以97%的产率得到2,4,6-trimethyl-2-vinylcyclohexanone
  参考文献：
  名称：

  Total Synthesis of (±)-Cordypyridones A and B and Related Epimers

  摘要：

  Efficient racemic synthesis of two antibacterial and antimalarial natural products, cordypyridones A and B, was achieved from Inexpensive, commercially available starting materials in an overall yield of 15% (8% and 7%, respectively). This convergent synthesis utilizes a key coupling step of two fragments and the subsequent functional group transformations lead to the target compounds and their 8-epi-analogues.

  DOI：

  10.1021/ol9023437

文献信息

• Total Synthesis of (±)-Cordypyridones A and B and Related Epimers
  作者：Ian L. Jones、Felicity K. Moore、Christina L. L. Chai

  DOI：10.1021/ol9023437

  日期：2009.12.3

  Efficient racemic synthesis of two antibacterial and antimalarial natural products, cordypyridones A and B, was achieved from Inexpensive, commercially available starting materials in an overall yield of 15% (8% and 7%, respectively). This convergent synthesis utilizes a key coupling step of two fragments and the subsequent functional group transformations lead to the target compounds and their 8-epi-analogues.