1-(2-methyl-piperidin-1-yl)-butane-1,3-dione | 196407-99-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(2-methyl-piperidin-1-yl)-butane-1,3-dione
• 英文别名: 1-Acetoacetyl-2-Methylpiperidine；1-(2-methylpiperidin-1-yl)butane-1,3-dione
• CAS: 196407-99-5
• 化学式: C₁₀H₁₇NO₂
• 分子量: 183.25
• InChiKey: JWNFIWRPCZDYNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-methyl-piperidin-1-yl)-butane-1,3-dione 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以96%的产率得到3-hydroxy-1-(2-methyl-piperidin-1-yl)-butan-1-one
  参考文献：
  名称：

  Preliminary investigation of the yeast-mediated reduction of β-keto amides derived from cyclic amines as potential resolution methodology

  摘要：

  2-Methylpiperidine and 2-cyclohexylpiperidine were converted to their respective beta-keto amides by treatment with diketene. Several strains of yeast were used to reduce the racemic P-keto amides. The unreacted enantionters were separated from the P-hydroxy amides, the amides cleaved, and the extent of resolution was determined for the cyclic amines. Detailed experimental and spectral data are provided for all compounds. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.021
• 作为产物：
  描述：

  双乙烯酮 、 2-甲基哌啶 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到1-(2-methyl-piperidin-1-yl)-butane-1,3-dione
  参考文献：
  名称：

  Preliminary investigation of the yeast-mediated reduction of β-keto amides derived from cyclic amines as potential resolution methodology

  摘要：

  2-Methylpiperidine and 2-cyclohexylpiperidine were converted to their respective beta-keto amides by treatment with diketene. Several strains of yeast were used to reduce the racemic P-keto amides. The unreacted enantionters were separated from the P-hydroxy amides, the amides cleaved, and the extent of resolution was determined for the cyclic amines. Detailed experimental and spectral data are provided for all compounds. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.021

文献信息

• Preliminary investigation of the yeast-mediated reduction of β-keto amides derived from cyclic amines as potential resolution methodology
  作者：Rachel E. Saxon、Hannes Leisch、Tomas Hudlicky

  DOI：10.1016/j.tetasy.2008.02.021

  日期：2008.4

  2-Methylpiperidine and 2-cyclohexylpiperidine were converted to their respective beta-keto amides by treatment with diketene. Several strains of yeast were used to reduce the racemic P-keto amides. The unreacted enantionters were separated from the P-hydroxy amides, the amides cleaved, and the extent of resolution was determined for the cyclic amines. Detailed experimental and spectral data are provided for all compounds. (c) 2008 Elsevier Ltd. All rights reserved.