1-benzyl-3-(3,4-dihydroisoquinolin-2(1H)-yl)pyrrolidine-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-benzyl-3-(3,4-dihydroisoquinolin-2(1H)-yl)pyrrolidine-2,5-dione
• 英文别名: 1-benzyl-3-(3,4-dihydro-1H-isoquinolin-2-yl)pyrrolidine-2,5-dione
• 化学式: C₂₀H₂₀N₂O₂
• 分子量: 320.391
• InChiKey: HZXODWWHQNWBQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  四氢异喹啉 、 N-苄基马来酰亚胺 在 三乙胺 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以98%的产率得到1-benzyl-3-(3,4-dihydroisoquinolin-2(1H)-yl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  通过协同催化将胺加成至马来酰亚胺

  摘要：

  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。

  DOI：

  10.1002/adsc.201800160

文献信息

• 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。
• Synthesis of 3-heteryl substituted pyrrolidine-2,5-diones via catalytic Michael reaction and evaluation of their inhibitory activity against InhA and Mycobacterium tuberculosis
  作者：Tetiana Matviiuk、Giorgia Mori、Christian Lherbet、Frédéric Rodriguez、Maria Rosalia Pasca、Marian Gorichko、Brigitte Guidetti、Zoia Voitenko、Michel Baltas

  DOI：10.1016/j.ejmech.2013.10.069

  日期：2014.1

  In the present paper, we report the synthesis via catalytic Michael reaction and biological results of a series of 3-heteryl substituted pyrrolidine-2,5-dione derivatives as moderate inhibitors against Mycobacterium tuberculosis H37Rv growth. Some of them present also inhibition activities against InhA. (C) 2013 Elsevier Masson SAS. All rights reserved.
• 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.