N-phenyl-trans-2,3-dimethylsuccinimide | 35393-95-4

• 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: N-phenyl-trans-2,3-dimethylsuccinimide
• 英文别名: trans-N-phenyl-2,3-dimethylsuccinimide；(+/-)-3r,4t-dimethyl-1-phenyl-pyrrolidine-2,5-dione；(+/-)-3r,4t-Dimethyl-1-phenyl-pyrrolidin-2,5-dion；(+/-)-trans-2,3-Dimethyl-N-phenyl-succinimid；(3R,4R)-3,4-dimethyl-1-phenylpyrrolidine-2,5-dione
• CAS: 35393-95-4
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: XIVXEDQMZOROKE-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  盐酸 、 水 、 N-phenyl-trans-2,3-dimethylsuccinimide 生成 rac-2,3-dimethylsuccinic acid
  参考文献：
  名称：

  杂环亚胺和胺。第五部分的imidine αα “-dimethylsuccinic酸

  摘要：

  DOI：

  10.1039/jr9550003530
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 乙醇 、 水 作用下， 生成 N-phenyl-trans-2,3-dimethylsuccinimide
  参考文献：
  名称：

  杂环亚胺和胺。第五部分的imidine αα “-dimethylsuccinic酸

  摘要：

  DOI：

  10.1039/jr9550003530

文献信息

• Bischoff; Voit, Chemische Berichte, 1890, vol. 23, p. 644
  作者：Bischoff、Voit

  DOI：——

  日期：——
• Auwers; Oswald; Thorpe, Justus Liebigs Annalen der Chemie, 1895, vol. 285, p. 238
  作者：Auwers、Oswald、Thorpe

  DOI：——

  日期：——
• Asymmetric hydrogenation of the C–C double bond of 1- and 1,2-methylated maleimides with cultured suspension cells of Marchantia polymorpha
  作者：Mohamed-Elamir F. Hegazy、Kozo Shishido、Toshifumi Hirata

  DOI：10.1016/j.tetasy.2006.06.030

  日期：2006.7

  Suspension cultured cells of Marchantia polymorpha have the potential to hydrogenate the C-C double bonds of 2-methyl- and 2,3-dimethylmaleimide derivatives to give enantiomerically pure (2R)-2-methyl- and (2R, 3R)-2, 3-dimethylsuccinimide derivatives, respectively. (c) 2006 Elsevier Ltd. All rights reserved.
• Highly enantioselective reduction of the C–C double bond of N-phenyl-2-methyl- and N-phenyl-2,3-dimethyl- maleimides by fungal strains
  作者：Maximiliano A. Sortino、Valdir Cechinel Filho、Susana A. Zacchino

  DOI：10.1016/j.tetasy.2009.04.009

  日期：2009.6

  The C-C double bond of non-substituted and substituted maleimides were hydrogenated to the corresponding succinimides by fungal strains. 2- and 2,3-methylated-phenyl-maleimides were enantioselectively reduced to (R)-N-phenyl-3-methylsuccinimide and to trans-(R,R)-N-phenyl-2,3-dimethylsuccinimide respectively by Aspergillus niger, A. flavus and A. fumigatus (conversion 96 to 99%), Fusarium gramineorum and Penicillium sp (conversion: 37 and 39%), with 99% ee. (C) 2009 Elsevier Ltd. All rights reserved.
• Giese, Bernd; Farshchi, Hassan; Hartmanns, Joerg, Angewandte Chemie, 1991, vol. 103, # 5, p. 619 - 620
  作者：Giese, Bernd、Farshchi, Hassan、Hartmanns, Joerg、Metzger, Juergen O.

  DOI：——

  日期：——