(Z)-2-(1-Hydroxy-butyl)-1-pyrrolidin-1-yl-hept-2-en-1-one | 136616-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (Z)-2-(1-Hydroxy-butyl)-1-pyrrolidin-1-yl-hept-2-en-1-one
• 英文别名: (Z)-2-(1-hydroxybutyl)-1-pyrrolidin-1-ylhept-2-en-1-one
• CAS: 136616-95-0
• 化学式: C₁₅H₂₇NO₂
• 分子量: 253.385
• InChiKey: AZLWWRCZNKHGOY-RAXLEYEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(pyrrolidin-1-yl)hept-2-yn-1-one 、 正丁醛 生成 (Z)-2-(1-Hydroxy-butyl)-1-pyrrolidin-1-yl-hept-2-en-1-one 、 (E)-3-Butyl-4-hydroxy-1-pyrrolidin-1-yl-hept-2-en-1-one
  参考文献：
  名称：

  Stereoselective synthesis of trisubstituted .alpha.,.beta.-unsaturated esters and amides via reactions of tantalum-alkyne complexes derived from acetylenic esters and amides with carbonyl compounds

  摘要：

  Treatment of acetylenic esters with low-valent tantalum (TaCl5 and Zn) in DME and benzene produces tantalum-alkyne complexes (not isolated), which react with carbonyl compounds regioselectively at the alpha-position of the esters to give Z isomers of trisubstituted alpha,beta-unsaturated esters in a stereoselective manner. In contrast, tantalum-alkyne complexes derived from acetylenic amides react with carbonyl compounds at the beta-position of the amides predominantly.

  DOI：

  10.1021/jo00021a005