2-methylbut-3-en-2-yl 2-(S)-hydroxy-3-phenylpropanoate | 1007232-30-5

• 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: 2-methylbut-3-en-2-yl 2-(S)-hydroxy-3-phenylpropanoate
• 英文别名: 2-methylbut-3-en-2-yl (2S)-2-hydroxy-3-phenylpropanoate
• CAS: 1007232-30-5
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: ACHBPPXUDMJKNG-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  3-甲基-1,2-丁二烯 、 L-(-)-3-苯基乳酸 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 caesium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以74%的产率得到2-methylbut-3-en-2-yl 2-(S)-hydroxy-3-phenylpropanoate
  参考文献：
  名称：

  Iridium-Catalyzed Hydrocarboxylation of 1,1-Dimethylallene:  Byproduct-Free Reverse Prenylation of Carboxylic Acids

  摘要：

  Exposure of carboxylic acids 1a-12a to commercially available 1,1-dimethylallene in the presence of substoichiometric quantities of an iridium catalyst prepared in situ from [ir(cod)Cl](2) and BIPHEP provides the corresponding 1,1-dimethylallyl (reverse prenyl) esters 1b-12b in 74-92% isolated yield. This protocol represents the first branch-regioselective allene hydrocarboxylation. Stoichiometric byproducts are not generated in this process and protecting groups are not required for alcohols, phenols, and indolic amines.

  DOI：

  10.1021/ol702914p

文献信息

• Iridium-Catalyzed Hydrocarboxylation of 1,1-Dimethylallene:  Byproduct-Free Reverse Prenylation of Carboxylic Acids
  作者：In Su Kim、Michael J. Krische

  DOI：10.1021/ol702914p

  日期：2008.2.1

  Exposure of carboxylic acids 1a-12a to commercially available 1,1-dimethylallene in the presence of substoichiometric quantities of an iridium catalyst prepared in situ from [ir(cod)Cl](2) and BIPHEP provides the corresponding 1,1-dimethylallyl (reverse prenyl) esters 1b-12b in 74-92% isolated yield. This protocol represents the first branch-regioselective allene hydrocarboxylation. Stoichiometric byproducts are not generated in this process and protecting groups are not required for alcohols, phenols, and indolic amines.