(3R)-4-hydroxy-3-methylbutanoic acid | 108772-87-8

• 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: (3R)-4-hydroxy-3-methylbutanoic acid
• CAS: 108772-87-8
• 化学式: C₅H₁₀O₃
• 分子量: 118.133
• InChiKey: ZGYGEPZZMAXSKH-SCSAIBSYSA-N

物化性质

• 沸点：
  277.3±23.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R)-4-hydroxy-3-methylbutanoic acid 在 盐酸 、 lithium diisopropyl amide 作用下， 反应 2.25h， 生成
  参考文献：
  名称：

  Stereospecificity in allergic contact dermatitis to simple substituted methylene lactones derivatives

  摘要：

  The enantiomers of beta,gamma-dimethyl- and beta-methyl-alpha-methylene-gamma-butyrolactones have been synthesized stereospecifically from glutamic acid and beta-hydroxy isobutyric acid, respectively. Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them. Both enantiomers of beta-methyl lactone as well as (+)-beta,gamma-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-beta,gamma-dimethyl lactone showed no specificity. An interpretation is proposed.

  DOI：

  10.1021/jm00394a003
• 作为产物：
  描述：

  (3R)-3-甲基-4-[(四氢-2H-吡喃-2-基)氧基]-丁腈 在 氢氧化钾 作用下， 以 乙二醇 为溶剂， 反应 6.0h， 生成 (3R)-4-hydroxy-3-methylbutanoic acid
  参考文献：
  名称：

  Stereospecificity in allergic contact dermatitis to simple substituted methylene lactones derivatives

  摘要：

  The enantiomers of beta,gamma-dimethyl- and beta-methyl-alpha-methylene-gamma-butyrolactones have been synthesized stereospecifically from glutamic acid and beta-hydroxy isobutyric acid, respectively. Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them. Both enantiomers of beta-methyl lactone as well as (+)-beta,gamma-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-beta,gamma-dimethyl lactone showed no specificity. An interpretation is proposed.

  DOI：

  10.1021/jm00394a003

文献信息

• Asymmetric hydrogenation of unsaturated carboxylic acids catalyzed by BINAP-ruthenium(II) complexes
  作者：Tetsuo Ohta、Hidemasa Takaya、Masato Kitamura、Katsunori Nagai、Ryoji Noyori

  DOI：10.1021/jo00390a043

  日期：1987.7
• Stereospecificity in allergic contact dermatitis to simple substituted methylene lactones derivatives
  作者：Henri Mattes、Kaoru Hamada、Claude Benezra

  DOI：10.1021/jm00394a003

  日期：1987.11

  The enantiomers of beta,gamma-dimethyl- and beta-methyl-alpha-methylene-gamma-butyrolactones have been synthesized stereospecifically from glutamic acid and beta-hydroxy isobutyric acid, respectively. Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them. Both enantiomers of beta-methyl lactone as well as (+)-beta,gamma-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-beta,gamma-dimethyl lactone showed no specificity. An interpretation is proposed.