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

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-12-28 DOI:10.1002/ejoc.202401319
Kazumasa Kon, Hisashi Yamamoto
{"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.
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
求助全文
约1分钟内获得全文 去求助
来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
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.
期刊最新文献
Ni-SPO-Al Catalyzed Stereoselective C–H Alkenylation of Quinazolinones with Alkynes to Prepare trans-Isomers Elucidating Fluorine Steering Effects in Diels‐Alder Reactions Interfaced with Charge‐Enhanced Reactivity Versatile Synthesis of Linalool-Derived Compounds via Catalytic Epoxidation and Ring Opening Synthesis of Chiral Heterocycles Through Enantioselective Silver-Catalyzed Transformations Synthesis of Vinyl Sulfones from Substituted Alkenes via Molybdooxaziridine Catalysis
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1