2-butyl-2-methylmalonamide | 152384-50-4

• 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-butyl-2-methylmalonamide
• 英文别名: Methylbutylmalonamide；2-butyl-2-methylpropanediamide
• CAS: 152384-50-4
• 化学式: C₈H₁₆N₂O₂
• 分子量: 172.227
• InChiKey: FLSDJCYETSIZNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  386.3±25.0 °C(predicted)
• 密度：
  1.061±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-butyl-2-methylmalonamide 在 Rodococcus sp. CGMCC 0497 作用下， 以 phosphate buffer 为溶剂， 反应 24.0h， 生成 (R)-2-butyl-2-methylmalonamic acid 、 (S)-2-butyl-2-methylmalonamic acid
  参考文献：
  名称：

  Practical Synthesis of Optically Active α,α-Disubstituted Malonamic Acids through Asymmetric Hydrolysis of Malonamide Derivatives with Rhodococcus sp. CGMCC 0497

  摘要：

  A variety of alpha,alpha-disubstituted malonamides undergo enantioselective hydrolysis with Rhodococcus sp. CGMCC 0497 to give challenging enantiopure alpha,alpha-disubstituted malonamic acids with up to >99% enantiomeric excesses and 98% chemical yields. The enantioselectivity originated from the effects of a highly enantioselective amidase. The products could be converted to valuable (R)or (S)-alpha,alpha-dialkylated amino acids after routine conversions.

  DOI：

  10.1021/jo026691u
• 作为产物：
  描述：

  2-butyl-2-methylmalononitrile 反应 0.5h， 以64%的产率得到2-butyl-2-methylmalonamide
  参考文献：
  名称：

  Asymmetric hydrolysis of a disubstituted malononitrile by the aid of a microorganism

  摘要：

  Rhodococcus rhodochrous ATCC 21197 hydrolyzed prochiral butylmethylmalononitrile to afford the corresponding amide-carboxylic acid with high enantiomeric excess. The reaction proceeds via the hydration of the starting dinitrile by a nitrile hydratase and the subsequent enantioselective hydrolysis of the intermediate diamide by an amidase.

  DOI：

  10.1016/s0957-4166(00)80214-1