(S)-3-(methylideneamino)-N-methylbutanamide | 147034-45-5

• 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: (S)-3-(methylideneamino)-N-methylbutanamide
• 英文别名: (3S)-N-methyl-3-(methylideneamino)butanamide
• CAS: 147034-45-5
• 化学式: C₆H₁₂N₂O
• 分子量: 128.174
• InChiKey: KCMIQDHLVVKHKM-YFKPBYRVSA-N

物化性质

• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-(methylideneamino)-N-methylbutanamide 在 4-二甲氨基吡啶 、 正丁基锂 、 二异丙胺 作用下， 以 苯 为溶剂， 反应 8.08h， 生成 1-benzoyl-3,6(S)-dimethyl-5(R)-benzylperhydropyrimidin-4-one
  参考文献：
  名称：

  Enantioselective synthesis of .beta.-amino acids. 4. 1,2 Asymmetric induction in the alkylation of 1-benzoyl-3,6(S)-dimethylperhydropyrimidin-4-one. Preparation of the like and unlike stereoisomers of 2-methyl- and 2-benzyl-3(S)-aminobutanoic acid

  摘要：

  The title perhydropyrimidin-4-one (S)-4 was prepared from (S)-3-aminobutanoic acid via the Schiff base (S)-8. This heterocycle was alkylated (LDA, methyl iodide, or benzyl bromide) to afford the like and unlike diastereomeric products in a 80:20 ratio. Separation and hydrolysis (6 N aqueous HCl) of these 5,6-dialkylperhydropyrimidin-4-ones leads to the free, enantiomerically pure, amino acids 11-14.

  DOI：

  10.1021/jo00060a051
• 作为产物：
  描述：

  聚合甲醛 、 (3S)-3-amino-N-methylbutanamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (S)-3-(methylideneamino)-N-methylbutanamide
  参考文献：
  名称：

  Enantioselective synthesis of .beta.-amino acids. 4. 1,2 Asymmetric induction in the alkylation of 1-benzoyl-3,6(S)-dimethylperhydropyrimidin-4-one. Preparation of the like and unlike stereoisomers of 2-methyl- and 2-benzyl-3(S)-aminobutanoic acid

  摘要：

  The title perhydropyrimidin-4-one (S)-4 was prepared from (S)-3-aminobutanoic acid via the Schiff base (S)-8. This heterocycle was alkylated (LDA, methyl iodide, or benzyl bromide) to afford the like and unlike diastereomeric products in a 80:20 ratio. Separation and hydrolysis (6 N aqueous HCl) of these 5,6-dialkylperhydropyrimidin-4-ones leads to the free, enantiomerically pure, amino acids 11-14.

  DOI：

  10.1021/jo00060a051

文献信息

• Enantioselective synthesis of .beta.-amino acids. 4. 1,2 Asymmetric induction in the alkylation of 1-benzoyl-3,6(S)-dimethylperhydropyrimidin-4-one. Preparation of the like and unlike stereoisomers of 2-methyl- and 2-benzyl-3(S)-aminobutanoic acid
  作者：Eusebio Juaristi、Jaime Escalante

  DOI：10.1021/jo00060a051

  日期：1993.4

  The title perhydropyrimidin-4-one (S)-4 was prepared from (S)-3-aminobutanoic acid via the Schiff base (S)-8. This heterocycle was alkylated (LDA, methyl iodide, or benzyl bromide) to afford the like and unlike diastereomeric products in a 80:20 ratio. Separation and hydrolysis (6 N aqueous HCl) of these 5,6-dialkylperhydropyrimidin-4-ones leads to the free, enantiomerically pure, amino acids 11-14.