3-cyclohexyl-pyrrolidine-2,5-dione | 5962-97-0

• 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: 3-cyclohexyl-pyrrolidine-2,5-dione
• 英文别名: 3-Cyclohexyl-pyrrolidin-2,5-dion；3-Cyclohexylsuccinimide；3-cyclohexylpyrrolidine-2,5-dione
• CAS: 5962-97-0
• 化学式: C₁₀H₁₅NO₂
• 分子量: 181.235
• InChiKey: BZXHUIFWSBTDQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  cyclohexylidenesuccinimide 在 platinum(IV) oxide 、 溶剂黄146 作用下， 生成 3-cyclohexyl-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Reactions of Succinonitrile. I. Condensation with Cyclohexanone in the Presence of Sodamide¹

  摘要：

  DOI：

  10.1021/ja01640a017

文献信息

• Iron-Catalyzed Carbonylation: Selective and Efficient Synthesis of Succinimides
  作者：Katrin Marie Driller、Holger Klein、Ralf Jackstell、Matthias Beller

  DOI：10.1002/anie.200902078

  日期：2009.8.3

  A convenient one‐pot method for the synthesis of various substituted succinimides has been developed. By starting from commercially available amines (or ammonia) and alkynes, a range of interesting succinimides have been obtained selectively in the presence of either [Fe(CO)5] or [Fe3(CO)12] (see scheme; R′=H, alkyl, aryl; R′′, R′′′=alkyl, aryl).

  已经开发了一种方便的一锅法合成各种取代的琥珀酰亚胺。通过从市售的胺（或氨）和炔烃开始，在[Fe（CO）5 ]或[Fe 3（CO）12 ]的存在下选择性地获得了一系列有趣的琥珀酰亚胺（参见方案； R'= H，烷基，芳基； R''，R'''=烷基，芳基）。
• Modularity in the C_sp3 Space─Alkyl Germanes as Orthogonal Molecular Handles for Chemoselective Diversification
  作者：Aymane Selmani、Markus D. Schoetz、Adele E. Queen、Franziska Schoenebeck

  DOI：10.1021/acscatal.2c00852

  日期：2022.5.6

  To meet the need for a rapid, streamlined, and potentially automatable molecule synthesis, modular coupling approaches are highly desired. While the diversification of aromatic molecules, i.e., Csp2 space, has greatly advanced, modular syntheses in the Csp3 space are comparably much less developed. This report explores the potential of alternative functional handles, i.e., alkyl germanes, in this context

  为了满足对快速、流线型和潜在自动化分子合成的需求，非常需要模块化耦合方法。虽然芳族分子的多样化，即​​C sp2空间，已经取得了很大进展，但C sp3空间中的模块合成相对而言发展得少得多。本报告探讨了替代功能手柄的潜力，即烷基锗烷，在这种情况下，它结合了稳定性和可合成性的特征与选择性反应性。我们展示了烷基锗烷 (R-GeEt 3 ) 在光氧化还原条件下（Giese 加成）的化学选择性功能化以及在模块化构建块中的实现，这允许 C 的选择性多样化sp3 -halogen vs C sp3 -Bpin vs C sp3 -GeEt 3个位点。
• Giese, Bernd; Kretzschmar, Gerhard, Chemische Berichte, 1982, vol. 115, # 5, p. 2012 - 2014
  作者：Giese, Bernd、Kretzschmar, Gerhard

  DOI：——

  日期：——
• GIESE, B.;KRETZSCHMAR, G., CHEM. BER., 1982, 115, N 5, 2012-2014
  作者：GIESE, B.、KRETZSCHMAR, G.

  DOI：——

  日期：——
• BIOLOGICALLY ACTIVE CLUSTER OF MOLECULES
  申请人：Sapreme Technologies B.V.

  公开号：US20220072149A1

  公开（公告）日：2022-03-10

  The invention relates to a molecular scaffold suitable for covalently binding at least one biologically active molecule to a carrier molecule, the scaffold comprising a polymeric structure and the biologically active molecules covalently bound to said polymeric structure, and wherein the scaffold further comprises a chemical group for covalently coupling of the scaffold to the carrier molecule. The biologically active molecule has a molecular weight of 3.000 Dalton or less, such as 1.700 Dalton-1.950 Dalton. The biologically active molecule is an amphiphilic molecule in some embodiments. The biologically active molecule is a single specific molecule or is a mixture of different types of molecules, when more than one biologically active molecules are covalently bound to the polymeric (or oligomeric) structure. In particular, the invention relates to monoclonal antibody-based antibody-drug conjugates with improved therapeutic window of the drug due to covalent linkage of (a cluster of) potentiator molecules, e.g. a payload such as a protein toxin or oligonucleotide to the ADC, or alternatively, due to co-administration of an ADC and a cell-targeting conjugate comprising (a cluster of) potentiator molecules to a patient in need thereof. The invention also relates to a method for producing a scaffold suitable for covalently binding a biologically active molecule to a carrier molecule, providing a cluster of potentiator molecules. Furthermore, the invention relates to a method for producing a scaffold covalently bound to a carrier molecule, the scaffold comprising a covalently bound biologically active molecule, the carrier molecule comprising an antibody and a payload.