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Synfacts 2020; 16(07): 0863
DOI: 10.1055/s-0040-01707410
DOI: 10.1055/s-0040-01707410
Peptide Chemistry
Synthesis of Peptides with Acyl N-Methylimidazolium Cations
Otake Y,
Shibata Y,
Hayashi Y,
Kawauchi S,
Nakamura H,
Fuse S.
* Nagoya University, Japan
N-Methylated Peptide Synthesis via Acyl N-Methylimidazolium Cation Generation Accelerated by a Brønsted Acid.
Angew. Chem. Int. Ed. 2020;
DOI: 10.1002/anie.202002106
N-Methylated Peptide Synthesis via Acyl N-Methylimidazolium Cation Generation Accelerated by a Brønsted Acid.
Angew. Chem. Int. Ed. 2020;
DOI: 10.1002/anie.202002106
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
17. Juni 2020 (online)
Significance
Peptide synthesis is a significant process in organic chemistry and medicinal chemistry due to the increasing application of peptide drugs. The authors have developed an efficient Brønsted acid-catalyzed amide-bond formation approach to the preparation of peptides via acyl N-methylimidazolium cations.
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Comment
Various dipeptides were synthesized from common amino acids. The yields of the reactions were moderate to good, with broad functional-group tolerance. Moreover, severe racemization was avoided in the reaction.
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