But-3-enyl 2-[hydroxy(phenyl)methyl]prop-2-enoate | 774240-57-2

• 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: But-3-enyl 2-[hydroxy(phenyl)methyl]prop-2-enoate
• CAS: 774240-57-2
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: YFDZBROVWFLIOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  But-3-enyl 2-[hydroxy(phenyl)methyl]prop-2-enoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 甲苯 为溶剂， 反应 40.0h， 以8%的产率得到[(E)-4-phenylbut-3-enyl] 2-[hydroxy(phenyl)methyl]prop-2-enoate
  参考文献：
  名称：

  Experimental and Theoretical Study on the Olefin Metathesis of Alkenyl Baylis−Hillman Adducts Using Second-Generation Grubbs Catalyst

  摘要：

  We have investigated the olefin metathesis from alkenyl Baylis-Hillman adducts using second-generation Grubbs catalyst. In the experiment, the ring-closing metathesis (RCM) product could not be found, while the cross-metathesis (CM) products were found. The computational studies provided consistent explanations for the experimental result. The most limiting factor for the RCM process using second-generation Grubbs catalyst is caused by the high strain and steric effect in the metallacyclobutane intermediates.

  DOI：

  10.1021/ol048776i
• 作为产物：
  描述：

  2-(羟基苯基甲基)-丙烯酸甲酯 在 氢氧化钾 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 22.0h， 生成 But-3-enyl 2-[hydroxy(phenyl)methyl]prop-2-enoate
  参考文献：
  名称：

  Experimental and Theoretical Study on the Olefin Metathesis of Alkenyl Baylis−Hillman Adducts Using Second-Generation Grubbs Catalyst

  摘要：

  We have investigated the olefin metathesis from alkenyl Baylis-Hillman adducts using second-generation Grubbs catalyst. In the experiment, the ring-closing metathesis (RCM) product could not be found, while the cross-metathesis (CM) products were found. The computational studies provided consistent explanations for the experimental result. The most limiting factor for the RCM process using second-generation Grubbs catalyst is caused by the high strain and steric effect in the metallacyclobutane intermediates.

  DOI：

  10.1021/ol048776i