2-Hydroxy-2-(2-methylpropyl)pent-4-enoic acid | 137207-09-1

• 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-Hydroxy-2-(2-methylpropyl)pent-4-enoic acid
• CAS: 137207-09-1
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: QFEMWAKOQKEAJK-UHFFFAOYSA-N

物化性质

• 沸点：
  300.3±22.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲基-2-氧代戊酸 、 丙烯基三氯硅烷 在 六甲基磷酰三胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以88%的产率得到2-Hydroxy-2-(2-methylpropyl)pent-4-enoic acid
  参考文献：
  名称：

  Chemoselective allylic addition of allyltrichlorosilane to α-oxocarboxylic acids: synthesis of tertiary α-hydroxy carboxylic acids

  摘要：

  Allyltrichlorosilane can add to alpha-oxocarboxylic acids in the presence of DMF and HMPA. The alpha-carboxylic substituent exerts a remarkable neighboring group effect on the reaction, The reaction presumably proceeds in an intramolecular fashion through a 'rigid' bicyclic transition state assembly involving a hypervalent silicate species, which produces the chemoselectivity approaching 100%. (C) 2000 Dupont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00692-4

文献信息

• The addition of allylboronates to alpha-oxocarboxylic acids
  作者：Zhe Wang、Xian-Jun Meng、George W. Kabalka

  DOI：10.1016/s0040-4039(00)92264-0

  日期：1991.1

  Allylboronates react with alpha-oxocarboxylic acids to yield tertiary homoallylic alpha-hydroxycarboxylic acids in a highly chemoselective manner. The reaction presumably proceeds via a bicyclic transition state. The alpha-carboxylic substituent enhances the rate of the reaction.