(2S)-5-chloro-2-hydroxy-2-methylpentanenitrile | 135362-79-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-5-chloro-2-hydroxy-2-methylpentanenitrile
• CAS: 135362-79-7
• 化学式: C₆H₁₀ClNO
• 分子量: 147.605
• InChiKey: ODDQRYAYPPBNBH-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氯-2-戊酮 、 氢氰酸 以 异丙醚 为溶剂， 反应 120.0h， 生成 (2S)-5-chloro-2-hydroxy-2-methylpentanenitrile 、 (2R)-5-chloro-2-hydroxy-2-methylpentanenitrile
  参考文献：
  名称：

  Enzyme-catalyzed synthesis or (R)-ketone-cyanohydrins and their hydrolysis to (R)-α-hydroxy-α-methyl-carboxylic acids

  摘要：

  (R)-Ketone-cyanohydrins (R)-2 are obtained with high enantioselectivity from aliphatic ketones 1 and HCN in organic solvents using (R)-oxynitrilase (EC 4.1.2.10) as catalyst. Acid catalyzed hydrolysis of the cyanohydrins (R)-2 affords the corresponding (R)-alpha-hydroxy-alpha-methyl-carboxylic acids (R)-3 without measurable racemization.

  DOI：

  10.1016/s0040-4039(00)78796-x

文献信息

• Enzyme-catalyzed synthesis or (R)-ketone-cyanohydrins and their hydrolysis to (R)-α-hydroxy-α-methyl-carboxylic acids
  作者：Franz Effenberger、Brigitte Hörsch、Franz Weingart、Thomas Ziegler、Stefan Kühner

  DOI：10.1016/s0040-4039(00)78796-x

  日期：1991.6

  (R)-Ketone-cyanohydrins (R)-2 are obtained with high enantioselectivity from aliphatic ketones 1 and HCN in organic solvents using (R)-oxynitrilase (EC 4.1.2.10) as catalyst. Acid catalyzed hydrolysis of the cyanohydrins (R)-2 affords the corresponding (R)-alpha-hydroxy-alpha-methyl-carboxylic acids (R)-3 without measurable racemization.