1-(2,4-dimethoxypyridin-3-yl)-2,4,6-trimethyl-2-vinylcyclohexyl methyl oxalate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,4-dimethoxypyridin-3-yl)-2,4,6-trimethyl-2-vinylcyclohexyl methyl oxalate
• 英文别名: 2-O-[(2S,4R,6S)-1-(2,4-dimethoxypyridin-3-yl)-2-ethenyl-2,4,6-trimethylcyclohexyl] 1-O-methyl oxalate
• 化学式: C₂₁H₂₉NO₆
• 分子量: 391.464
• InChiKey: ZQLJHWGTXYUFSO-MTABZMPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2,4-dimethoxypyridin-3-yl)-2,4,6-trimethyl-2-vinylcyclohexyl methyl oxalate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以86%的产率得到2,4-dimethoxy-3-(2,4,6-trimethyl-2-vinylcyclohexyl)pyridine
  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：

  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61%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

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.