(S)-(+)-4-butyl-4-methylpyrrolidin-2-one | 1250909-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-(+)-4-butyl-4-methylpyrrolidin-2-one
• 英文别名: (4S)-4-butyl-4-methylpyrrolidin-2-one
• CAS: 1250909-72-8
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: RIQGAMRZEIZCKC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-(+)-4-butyl-4-methylpyrrolidin-2-one 在 盐酸 、 水 作用下， 反应 4.0h， 生成 (S)-(-)-3-(aminomethyl)-3-methylheptanoic acid hydrochloride
  参考文献：
  名称：

  Esterase-mediated synthesis of optically active GABA analogues containing a stereogenic all-carbon quaternary carbon atom

  摘要：

  Esterase from Horse Liver (HLAP) was able to hydrolyze a series of linear and cyclic beta,beta-dialkyl-gamma-nitroesters, in spite of the well-known reluctance of hydrolytic enzymes to recognize and transform hindered substrates, such as those possessing a stereogenic quaternary carbon atom next to the reaction site. The resulting optically active gamma-nitroesters gave access to optically active beta,beta-disubstituted gamma-aminoacids as well as alpha,alpha-disubstituted succinic acids, both being biologically relevant compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.010
• 作为产物：
  描述：

  ethyl (S)-(-)-3-methyl-3-(nitromethyl)heptanoate 在 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以74%的产率得到(S)-(+)-4-butyl-4-methylpyrrolidin-2-one
  参考文献：
  名称：

  Esterase-mediated synthesis of optically active GABA analogues containing a stereogenic all-carbon quaternary carbon atom

  摘要：

  Esterase from Horse Liver (HLAP) was able to hydrolyze a series of linear and cyclic beta,beta-dialkyl-gamma-nitroesters, in spite of the well-known reluctance of hydrolytic enzymes to recognize and transform hindered substrates, such as those possessing a stereogenic quaternary carbon atom next to the reaction site. The resulting optically active gamma-nitroesters gave access to optically active beta,beta-disubstituted gamma-aminoacids as well as alpha,alpha-disubstituted succinic acids, both being biologically relevant compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.010

文献信息

• Esterase-mediated synthesis of optically active GABA analogues containing a stereogenic all-carbon quaternary carbon atom
  作者：Fulvia Felluga、Franco Ghelfi、Giuliana Pitacco、Fabrizio Roncaglia、Ennio Valentin、Cesare Daniele Venneri

  DOI：10.1016/j.tetasy.2010.07.010

  日期：2010.9

  Esterase from Horse Liver (HLAP) was able to hydrolyze a series of linear and cyclic beta,beta-dialkyl-gamma-nitroesters, in spite of the well-known reluctance of hydrolytic enzymes to recognize and transform hindered substrates, such as those possessing a stereogenic quaternary carbon atom next to the reaction site. The resulting optically active gamma-nitroesters gave access to optically active beta,beta-disubstituted gamma-aminoacids as well as alpha,alpha-disubstituted succinic acids, both being biologically relevant compounds. (C) 2010 Elsevier Ltd. All rights reserved.