2,5-二甲基吡咯啉 | 822-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: 2,5-二甲基吡咯啉
• 英文名称: 2,5-dimethylpyrroline
• 英文别名: 2,5-dimethyl-1-pyrroline；2,5-dimethyl-3,4-dihydro-2H-pyrrole；2,5-Dimethyl-3,4-dihydro-2H-pyrrol；2,5-Dimethyl-3,4-dihydro-2H-pyrrole
• CAS: 822-64-0
• 化学式: C₆H₁₁N
• 分子量: 97.16
• InChiKey: HJDUCMRBFKTGNO-UHFFFAOYSA-N

物化性质

• 沸点：
  112-113 °C
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-二甲基吡咯啉 在 溶剂黄146 、 铂 作用下， 生成 cis-2,5-dimethylpyrrolidine
  参考文献：
  名称：

  The Structure of Alkyl-Substituted Pyrrolines¹

  摘要：

  DOI：

  10.1021/ja01155a069
• 作为产物：
  描述：

  cis-2,5-dimethylpyrrolidine 在 mercury(II) diacetate 、 溶剂黄146 作用下， 生成 2,5-二甲基吡咯啉
  参考文献：
  名称：

  Bonnett et al., Journal of the Chemical Society, 1959, p. 2087,2092

  摘要：

  DOI：

文献信息

• Vicinal Diamines as Smart Cosubstrates in the Transaminase-Catalyzed Asymmetric Amination of Ketones
  作者：Stefan E. Payer、Joerg H. Schrittwieser、Wolfgang Kroutil

  DOI：10.1002/ejoc.201700253

  日期：2017.5.3

  Transaminases (TAs) have recently been established as catalysts for the asymmetric, reductive amination of prochiral ketones. Depending on the ketone substrate and the amine donor (the cosubstrate), equilibrium constants may limit high conversions; thus, methods to overcome this limitation are required. Removal of the co-product from the reaction equilibrium through spontaneous, intramolecular reactions

  转氨酶 (TA) 最近已被确定为前手性酮不对称还原胺化的催化剂。根据酮底物和胺供体（共底物），平衡常数可能会限制高转化率；因此，需要克服这种限制的方法。通过自发的分子内反应从反应平衡中去除副产物为这个问题提供了成功的解决方案。因此，这些胺供体被命名为“智能共底物”。在这里，我们比较了各种双功能胺供体，包括作为潜在结构共底物基序的连二胺。在 TA 催化的 1,2-二胺脱氨基作用后，所得 α-氨基酮的自发二聚化和氧化得到杂芳族吡嗪。
• Acceptorless Dehydrogenative Coupling Using Ammonia: Direct Synthesis of N-Heteroaromatics from Diols Catalyzed by Ruthenium
  作者：Prosenjit Daw、Yehoshoa Ben-David、David Milstein

  DOI：10.1021/jacs.8b08385

  日期：2018.9.26

  The synthesis of N-heteroaromatic compounds via an acceptorless dehydrogenative coupling process involving direct use of ammonia as the nitrogen source was explored. We report the synthesis of pyrazine derivatives from 1,2-diols and the synthesis of N-substituted pyrroles by a multicomponent dehydrogenative coupling of 1,4-diols and primary alcohols with ammonia. The acridine-based Ru-pincer complex

  探索了通过直接使用氨作为氮源的无受体脱氢偶联过程合成 N-杂芳族化合物。我们报告了从 1,2-二醇合成吡嗪衍生物以及通过 1,4-二醇和伯醇与氨的多组分脱氢偶联合成 N-取代吡咯。吖啶基 Ru-钳形配合物 1 是这些转化的有效催化剂，其中吖啶主链转化为阴离子脱芳构化 PNP-钳形配体框架。
• Reactions of N-Phosphorylated Aziridines with Dianions Derived from Ethyl Acetoacetate and 1,3-Diketones: New Route to Substituted Pyrrolines and Pyrrolidines
  作者：Krystyna Osowska-Pacewicka、Andrzej Zwierzak

  DOI：10.1080/00397919808005953

  日期：1998.4

  Abstract The nucleophilic ring-opening of N-(diethoxyphosphory)aziridines by the dianions derived from ethyl acetoacetate and 1,3-diketones has been studied. Acid-mediated cyclisation and dephosphorylation of the resulting products to a number of substituted pyrrolines and pyrrolidines has been also investigated.

  摘要 研究了乙酰乙酸乙酯和 1,3-二酮衍生的二价阴离子对 N-（二乙氧基磷酸）氮丙啶的亲核开环。还研究了酸介导的环化和去磷酸化生成的许多取代吡咯啉和吡咯烷的产物。
• Terent'ew et al., Doklady Akademii Nauk SSSR, 1957, vol. 114, p. 1036,1037
  作者：Terent'ew et al.

  DOI：——

  日期：——
• Comparative Metabolomics and Structural Characterizations Illuminate Colibactin Pathway-Dependent Small Molecules
  作者：Maria I. Vizcaino、Philipp Engel、Eric Trautman、Jason M. Crawford

  DOI：10.1021/ja503450q

  日期：2014.7.2

  The gene duster responsible for synthesis of the unknown molecule "colibactin" has been identified in mutualistic and pathogenic Escherichia coli. The pathway endows its producer with a long-term persistence phenotype in the human bowel, a probiotic activity used in the treatment of ulcerative colitis, and a carcinogenic activity under host inflammatory conditions. To date, functional small molecules from this pathway have not been reported. Here we implemented a comparative metabolomics and targeted structural network analyses approach to identify a catalog of small molecules dependent on the colibactin pathway from the meningitis isolate E. coli IHE3034 and the probiotic E. coli Nissle 1917. The structures of 10 pathway-dependent small molecules are proposed based on structural characterizations and network relationships. The network will provide a roadmap for the structural and functional elucidation of a variety of other small molecules encoded by the pathway. From the characterized small molecule set, in vitro bacterial growth inhibitory and mammalian CNS receptor antagonist activities are presented.