(Z)-3-Cyclohexyl-2-(cyclohexyl-hydroxy-methyl)-acrylic acid ethyl ester | 136616-88-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (Z)-3-Cyclohexyl-2-(cyclohexyl-hydroxy-methyl)-acrylic acid ethyl ester
• 英文别名: ethyl (Z)-3-cyclohexyl-2-[cyclohexyl(hydroxy)methyl]prop-2-enoate
• CAS: 136616-88-1
• 化学式: C₁₈H₃₀O₃
• 分子量: 294.434
• InChiKey: GLROBFGTYCYUBL-SSZFMOIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  cyclohexyl-propynoic acid ethyl ester 、 环己烷基甲醛 生成 (Z)-3-Cyclohexyl-2-(cyclohexyl-hydroxy-methyl)-acrylic acid ethyl ester 、 (E)-3,4-Dicyclohexyl-4-hydroxy-but-2-enoic acid ethyl ester
  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