(S)-Ethyl 2-amino-3-methyl-3-nitrobutanoate | 1392229-23-0

• 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: (S)-Ethyl 2-amino-3-methyl-3-nitrobutanoate
• 英文别名: ethyl (2S)-2-amino-3-methyl-3-nitrobutanoate
• CAS: 1392229-23-0
• 化学式: C₇H₁₄N₂O₄
• 分子量: 190.199
• InChiKey: VRVIJVZNTASOJI-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 水 、 sodium hydroxide 作用下， 以 醋酸异丙酯 为溶剂， 以91%的产率得到(S)-Ethyl 2-amino-3-methyl-3-nitrobutanoate
  参考文献：
  名称：

  A Scalable Synthesis of a Hydroxamic Acid LpxC Inhibitor

  摘要：

  A short and scalable synthesis of chiral hydroxamic acid 1, a LpxC inhibitor, is described. This work discloses a novel diastereoselective addition of 2-nitropropane-generated lithium salt to tert-butanesulfini-mine. Moreover, the impurity profiles of reactions giving oily products and practical means of purifying these products are discussed in detail.

  DOI：

  10.1021/op300163n

文献信息

• A Scalable Synthesis of a Hydroxamic Acid LpxC Inhibitor
  作者：ZhongBo Fei、Weiyong Kong、Huaimin Wang、Jianbiao Peng、Feng Sun、Yueyan Yin、Joginder Bajwa、Xinglong Jiang

  DOI：10.1021/op300163n

  日期：2012.8.17

  A short and scalable synthesis of chiral hydroxamic acid 1, a LpxC inhibitor, is described. This work discloses a novel diastereoselective addition of 2-nitropropane-generated lithium salt to tert-butanesulfini-mine. Moreover, the impurity profiles of reactions giving oily products and practical means of purifying these products are discussed in detail.