The amide group and its preparation methods by acid-amine coupling reactions: an overview

被引:3
作者
Agudo-Alvarez, Sandra [1 ]
Diaz-Minguez, Sandra S. [1 ]
Benito-Arenas, Raul [1 ]
机构
[1] CSIC, Inst Quim Organ Gen, Madrid, Spain
关键词
Amides; benzotriazole; carbodiimides; guanidinium; uronium; VCCA-2023; PEPTIDE; REAGENTS;
D O I
10.1515/pac-2023-1104
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The amide bond is one of the most important structural units in nature, as it is part of the backbone of peptides and natural proteins, as well as some essential amino acids, DNA, RNA, hormones, or vitamins found in the body. Furthermore, this bond is significant in the pharmaceutical industry due to its presence in the structure of numerous APIs contained in drugs. This paper reviews the most important methods collected in the bibliography for the preparation of this moiety.
引用
收藏
页码:691 / 707
页数:17
相关论文
共 36 条
[1]  
Babij NR, 2020, GREEN CHEM, V22, P6047, DOI [10.1039/d0gc02063j, 10.1039/D0GC02063J]
[2]   Potential 2,4-dimethyl-1H-pyrrole-3-carboxamide bearing benzimidazole template: Design, synthesis, in vitro anticancer and in silico ADME study [J].
Basal, Nishant K. ;
Sonawane, Rahul B. ;
Jagtap, Sangeeta, V .
BIOORGANIC CHEMISTRY, 2020, 97
[3]   Tunable Pd-Catalyzed Cyclizalion of Indole-2-carboxylic Acid Allenamides: Carboamination vs Microwave-Assisted Hydroamination [J].
Beccalli, Egle M. ;
Bernasconi, Ahee ;
Borsini, Elena ;
Broggini, Gianluigi ;
Rigamonu, Micol ;
Zecchi, Gaetano .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (20) :6923-6932
[4]  
Bristow J.T., 2023, P.C.T., Patent No. [WO2023/051311A1, 2023051311]
[5]  
Carpino LA, 2002, ANGEW CHEM INT EDIT, V41, P442
[6]   The diisopropylcarbodiimide/1-hydroxy-7-azabenzotriazole system: Segment coupling and stepwise peptide assembly [J].
Carpino, LA ;
El-Faham, A .
TETRAHEDRON, 1999, 55 (22) :6813-6830
[7]   An improved large scale synthesis of the Schollkopf chiral auxiliaries:: (2R)- and (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine [J].
Chen, JX ;
Corbin, SP ;
Holman, NJ .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2005, 9 (02) :185-187
[8]  
Coghill A.M., 2006, ACS STILE GUIDE EFFE, P169
[9]   Process Research and Development for a Tetrazole-Based Growth Hormone Secretagogue (GHS) Pharmaceutical Development Candidate [J].
Davulcu, Akin H. ;
McLeod, Douglas D. ;
Li, Jun ;
Katipally, Kishta ;
Littke, Adam ;
Doubleday, Wendel ;
Xu, Zhongmin ;
McConlogue, Cary W. ;
Lai, Chiajen. J. ;
Gleeson, Margaret ;
Schwinden, Mark ;
Parsons, Rodney L., Jr. .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (11) :4068-4079
[10]   Protection and Activation of Hydroxycinnamic Acids in Water [J].
DellaGreca, Marina ;
Longobardo, Luigi .
CHEMISTRYSELECT, 2020, 5 (15) :4588-4591