{"title":"Carboxylic Acid‐Catalysed Transamidation of Boc‐Protected Diketopiperazines (Boc‐DKPs) for Peptide Synthesis","authors":"Kazumasa Kon, Hisashi Yamamoto","doi":"10.1002/ejoc.202401319","DOIUrl":null,"url":null,"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.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"310 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2024-12-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202401319","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
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.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.