(Z)-4-hydroxy-3-methyl-but-2-enyl acetate | 132032-87-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-4-hydroxy-3-methyl-but-2-enyl acetate
• 英文别名: (Z)-4-hydroxy-3-methylbut-2-en-1-yl acetate；[(Z)-4-hydroxy-3-methylbut-2-enyl] acetate
• CAS: 132032-87-2
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: WSBIBTVBOUYRGA-UTCJRWHESA-N

物化性质

• 沸点：
  224.0±28.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  乙酸乙烯酯 、 (Z)-4-hydroxy-3-methyl-but-2-enyl acetate 在 lipase PS-D 作用下， 生成 2-methyl-2-butene-1,4-diyl (Z)-diacetate
  参考文献：
  名称：

  Highly regioselective lipase-catalyzed acetylation and hydrolysis of acyclic α,ω-terpenediols and their diacetates

  摘要：

  Highly regioselective transformations of the acyclic alpha,omega-terpenediols and their diacetates to the monoacetates using lipase were accomplished. The acetylation of the alpha,omega-terpenediols gave regioselectively the omega-monoacetates 3, whereas the alpha-monoacetates 2 were obtained by hydrolysis of the alpha,omega-diacetates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00626-9
• 作为产物：
  描述：

  (Z)-2-methylbut-2-ene-1,4-diol 在 lipase PS-D 作用下， 反应 48.0h， 生成 (Z)-4-hydroxy-3-methyl-but-2-enyl acetate
  参考文献：
  名称：

  Highly regioselective lipase-catalyzed acetylation and hydrolysis of acyclic α,ω-terpenediols and their diacetates

  摘要：

  Highly regioselective transformations of the acyclic alpha,omega-terpenediols and their diacetates to the monoacetates using lipase were accomplished. The acetylation of the alpha,omega-terpenediols gave regioselectively the omega-monoacetates 3, whereas the alpha-monoacetates 2 were obtained by hydrolysis of the alpha,omega-diacetates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00626-9

文献信息

• Chemo‐, Regio‐ and Stereoselective Preparation of (Z)‐2‐Butene‐1,4‐Diol Monoesters via Pd‐Catalyzed Decarboxylative Acyloxylation
  作者：Long Cheng、Jia‐Li Zhao、Xiao‐Tian Zhang、Qiao‐Sen Jia、Ni Dong、Yu Peng、Arjan W. Kleij、Xiang‐Wei Liu

  DOI：10.1002/chem.202401377

  日期：2024.7.11

  A practical method for the preparation of a wide range of 2-butene-1,4-diol monoesters using Pd-catalysis is described that combines typically high yields, high chemo-, regio- and stereocontrol under mild operating conditions. The target compounds find application in the synthesis of a range of bifunctional scaffolds that have potential in complex molecule synthesis.

  描述了一种使用 Pd 催化制备各种 2-丁烯-1,4-二醇单酯的实用方法，该方法在温和的操作条件下结合了典型的高产率、高化学、区域和立体控制。目标化合物可用于合成一系列在复杂分子合成中具有潜力的双功能支架。