Carboxylic Acid‐Catalysed Transamidation of Boc‐Protected Diketopiperazines (Boc‐DKPs) for Peptide Synthesis

Abstract A carboxylic acid‐catalysed transamidation of Boc‐protected diketopiperazines (Boc‐DKPs) was developed in this study, which allowed access to various tripeptides featuring a D‐proline residue in good‐to‐high yields within 30 min. Subsequent coupling reactions between the Boc‐DKPs and di‐, tri‐, and tetrapeptide esters were successfully performed, furnishing the corresponding tetra‐, penta‐, and hexapeptides.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-12-27
DOI
https://doi.org/10.1002/ejoc.202401319
Citations
3
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
0.70

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article

Carboxylic Acid‐Catalysed Transamidation of Boc‐Protected Diketopiperazines (Boc‐DKPs) for Peptide Synthesis

Kazumasa Kon, Hisashi Yamamoto
3 citations
European Journal of Organic Chemistry
Chemical Synthesis and Analysis
0.70
article

Carboxylic Acid‐Catalysed Transamidation of Boc‐Protected Diketopiperazines (Boc‐DKPs) for Peptide Synthesis

Kazumasa Kon, Hisashi Yamamoto
article en
3 citations

Abstract

Abstract A carboxylic acid‐catalysed transamidation of Boc‐protected diketopiperazines (Boc‐DKPs) was developed in this study, which allowed access to various tripeptides featuring a D‐proline residue in good‐to‐high yields within 30 min. Subsequent coupling reactions between the Boc‐DKPs and di‐, tri‐, and tetrapeptide esters were successfully performed, furnishing the corresponding tetra‐, penta‐, and hexapeptides.

European Journal of Organic ChemistryVol. 28(10)
Chubu University (JP)
Cosmetology Research Foundation, Japan Society for the Promotion of Science
Openalex Percentile: Top 28%
Chemical Synthesis and Analysis
0.70
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