7,7-dimethyl-4-propyloctane-3,5-dione | 1052108-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,7-dimethyl-4-propyloctane-3,5-dione
• CAS: 1052108-66-3
• 化学式: C₁₃H₂₄O₂
• 分子量: 212.332
• InChiKey: FMEITDAENRGMOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  S-phenyl 5,5-dimethyl-3-oxo-2-propylhexanethioate 、 ethane,iodozinc(1+) 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.0h， 以96%的产率得到7,7-dimethyl-4-propyloctane-3,5-dione
  参考文献：
  名称：

  Direct Carbon−Carbon Bond Formation via Chemoselective Soft Enolization of Thioesters: A Remarkably Simple and Versatile Crossed-Claisen Reaction Applied to the Synthesis of LY294002

  摘要：

  Thioesters undergo chemoselective soft enolization and acylation by N-acylbenzotriazoles on treatment with MgBr(2)center dot OEt(2) and i-Pr(2)NEt to give beta-keto thioesters. Prior enolate formation is not required, and the reaction is conducted using untreated CH(2)Cl(2) open to the air. The coupled products are stable synthetic equivalents of beta-keto acids and can be converted directly into beta-keto esters, beta-keto amides, and beta-diketones under mild conditions. The utility of this carbon-carbon bond-forming method is shown through the synthesis of the PI3-K inhibitor LY294002.

  DOI：

  10.1021/ol801498u