ethyl (+/-)-3,5-dimethyl-3-(nitromethyl)hexanoate | 1250909-49-9

• 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: ethyl (+/-)-3,5-dimethyl-3-(nitromethyl)hexanoate
• CAS: 1250909-49-9
• 化学式: C₁₁H₂₁NO₄
• 分子量: 231.292
• InChiKey: IBYBILJNLYPQJK-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  ethyl (+/-)-3,5-dimethyl-3-(nitromethyl)hexanoate 在 Horse Liver Acetone Powder 作用下， 生成 (S)-3,5-dimethyl-3-(nitromethyl)hexanoic acid 、 (R)-(+)-3,5-dimethyl-3-(nitromethyl)hexanoic acid 、 ethyl (S)-(-)-3,5-dimethyl-3-(nitromethyl)hexanoate 、 ethyl (R)-3,5-dimethyl-3-(nitromethyl)hexanoate
  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 3,5-dimethylhex-2-enoate 、 硝基甲烷 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以74%的产率得到ethyl (+/-)-3,5-dimethyl-3-(nitromethyl)hexanoate
  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