(E)-3-(Cyclohexyl-hydroxy-methyl)-non-2-enoic acid dimethylamide | 136617-02-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-3-(Cyclohexyl-hydroxy-methyl)-non-2-enoic acid dimethylamide
• 英文别名: (E)-3-[cyclohexyl(hydroxy)methyl]-N,N-dimethylnon-2-enamide
• CAS: 136617-02-2
• 化学式: C₁₈H₃₃NO₂
• 分子量: 295.466
• InChiKey: WULOHRWZEKIUHM-JQIJEIRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  N,N-dimethylnon-2-ynamide 、 环己烷基甲醛 生成 (E)-3-(Cyclohexyl-hydroxy-methyl)-non-2-enoic acid dimethylamide
  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

文献信息

• 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
  作者：Kazuhiko Takai、Makoto Tezuka、Kiitiro Utimoto

  DOI：10.1021/jo00021a005

  日期：1991.10

  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.