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Isocyanide-based consecutive Bargellini/Ugi reactions: an efficient method for the synthesis of pseudo-peptides containing three amide bonds.

Authors :
Farhid H
Nazeri MT
Shaabani A
Armaghan M
Janiak C
Source :
Amino acids [Amino Acids] 2021 Jan; Vol. 53 (1), pp. 1-10. Date of Electronic Publication: 2020 Nov 27.
Publication Year :
2021

Abstract

Isocyanide-based consecutive Bargellini/Ugi multicomponent reactions as a combinatorial strategy have been developed for the synthesis of new class of pseudo-peptides. Via Bargellini reaction 3-carboxamido-isobutyric acids are prepared using acetone, chloroform, sodium hydroxide, and isocyanides. Then, using Ugi multicomponent reaction strategy, pseudo-peptides containing three amide bonds are synthesized using the Bargellini reaction product, aldehydes, amines, and isocyanides. This is an efficient and eco-friendly approach for easy access to wide variety of structurally diverse, drug-like pseudo-peptides from cheap and readily available precursors in high yields.

Details

Language :
English
ISSN :
1438-2199
Volume :
53
Issue :
1
Database :
MEDLINE
Journal :
Amino acids
Publication Type :
Academic Journal
Accession number :
33247358
Full Text :
https://doi.org/10.1007/s00726-020-02917-1