1-benzyl-3-morpholinopyrrolidine-2,5-dione

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-benzyl-3-morpholinopyrrolidine-2,5-dione
• 英文别名: 1-Benzyl-3-(morpholin-4-yl)pyrrolidine-2,5-dione；1-benzyl-3-morpholin-4-ylpyrrolidine-2,5-dione
• 化学式: C₁₅H₁₈N₂O₃
• 分子量: 274.32
• InChiKey: CONRTCKJBYUDAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吗啉 、 N-苄基马来酰亚胺 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以86%的产率得到1-benzyl-3-morpholinopyrrolidine-2,5-dione
  参考文献：
  名称：

  N-苄基和 N-(2-苯乙基)马来酰亚胺与仲胺的反应

  摘要：

  摘要 发现N-苄基马来酰亚胺与仲胺的反应在C=C双键处进行并导致形成3 - N , N -R 2 -氨基取代的琥珀酰亚胺。在N-苯乙基马来酰亚胺的情况下，仲胺的亲核加成伴随着酰胺化反应，该反应进行开环并导致不对称马来酸二酰胺的形成。

  DOI：

  10.1134/s1070363222050012

文献信息

• Conjugate Additions of Amines to Maleimides via Cooperative Catalysis
  作者：Brice E. Uno、Kristine K. Deibler、Carlos Villa、Arjun Raghuraman、Karl A. Scheidt

  DOI：10.1002/adsc.201800160

  日期：2018.4.17

  A cooperative system comprising of a lithium Lewis acid and amine base significantly enhances the rate of the conjugate addition of a wide array of amines to maleimides. This operationally simple, scalable method provides mono‐addition products in high yields and purity. This conjugation was successfully applied to the kinase inhibitor crizotinib in a chemoselective ligation to create novel fluorescent

  包含路易斯酸锂酸和胺碱的协同体系显着提高了多种胺与马来酰亚胺的共轭加成速率。这种操作简单，可扩展的方法可提供高收率和纯度的单加成产物。这种缀合已成功地以化学选择性连接方式应用于激酶抑制剂crizotinib，以创建新型荧光探针。
• <scp> γ‐Al ₂ O ₃ </scp> /triflic acid as cooperative catalysts for the tandem Michael addition/carbocyclization: An easy access to 2‐substituted pyrrolo[2,1‐ <i>a</i> ]isoquinolines and 3‐substituted pyrrolidine‐2,5‐diones
  作者：Ramana Sreenivasa Rao、Anita Sahani、Sheikh Haider Ali、Sumanta Pradhan、Chinnasamy Ramaraj Ramanathan

  DOI：10.1002/jhet.4266

  日期：2021.7

  tandem Michael addition/carbocyclization of 3,4-dimethoxyphenethyl maleimide with carbon and sulfur nucleophiles is accomplished via a relay catalysis using γ-Al2O3/TfOH binary system. The X-ray Photoelectron Spectroscopy (XPS) analysis of binary system indicates the presence of AlF3, AlO(OH) species. This approach provides an easy access to 2-aryl or 2-thio aryl pyrrolo[2,1-a]isoquinolines in good yields

  3,4-二甲氧基苯乙基马来酰亚胺与碳和硫亲核试剂的串联迈克尔加成/碳环化是通过使用γ-Al 2 O 3 /TfOH二元体系的中继催化完成的。二元系统的 X 射线光电子能谱 (XPS) 分析表明存在 AlF 3、AlO(OH) 物质。该方法提供了以串联方式以良好产率容易地获得2-芳基或2-硫代芳基吡咯并[2,1- a ]异喹啉。在γ-Al 2 O 3 /TfOH二元体系比例合适的情况下，还实现了N/C/S亲核试剂与N-苄基马来酰亚胺的迈克尔加成。这些反应成功的关键是产生 AlF图 3 中，来自 γ-Al 2 O 3和 TfOH 的AlO(OH) 物质可能描绘了通常由强布朗斯台德酸（如 TfOH）显示的不利背景反应。
• Catalysts and methods for enantioselective conjugate additions of amines to unsaturated electrophiles
  申请人：Northwestern University

  公开号：US10781172B2

  公开（公告）日：2020-09-22

  Disclosed are complexes and methods of using the complexes as catalysts for addition of amines to unsaturated electrophiles, as well as novel compounds produced by the disclosed complexes and methods. The disclosed methods may utilize the disclosed complexes as catalysts for adding unprotected primary amines and secondary amines to unsaturated electrophiles in an enantioselective manner to produce novel compounds which may include amino substituted succinimide compounds.

  所公开的是络合物和使用络合物作为催化剂将胺加到不饱和亲电体上的方法，以及用所公开的络合物和方法生产的新型化合物。所公开的方法可利用所公开的络合物作为催化剂，以对映选择性的方式将未保护的伯胺和仲胺添加到不饱和亲电体中，从而生产出新型化合物，其中可包括氨基取代的琥珀酰亚胺化合物。
• RANGNEKAR, V. M.;BHAMARIA, R. P.;KHADSE, B. G., INDIAN J. PHARM. SCI., 1984, 46, N 6, 196-198
  作者：RANGNEKAR, V. M.、BHAMARIA, R. P.、KHADSE, B. G.

  DOI：——

  日期：——
• CATALYSTS AND METHODS FOR ENANTIOSELECIVE CONJUGATE ADDITION OF AMINES TO UNSATURATED ELECTROPHILES
  申请人：Northwestern University

  公开号：US20210002221A1

  公开（公告）日：2021-01-07

  Disclosed are complexes and methods of using the complexes as catalysts for addition of amines to unsaturated electrophiles, as well as novel compounds produced by the disclosed complexes and methods. The disclosed methods may utilize the disclosed complexes as catalysts for adding unprotected primary amines and secondary amines to unsaturated electrophiles in an enantioselective manner to produce novel compounds which may include amino substituted succinimide compounds.