NDTP Mediated Direct Rapid Amide and Peptide Synthesis without Epimerization

Herein, we explored an unprecedented mild, nonirritating, conveniently available, and recyclable coupling reagent NDTP, which could activate the carboxylic acids via acyl thiocyanide and enable the rapid amide and peptide synthesis at very mild conditions. In addition, the methodology was compatible...

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Bibliographic Details
Published in:Organic letters 2022-02, Vol.24 (5), p.1169-1174
Main Authors: Li, Yiping, Li, Jingyue, Bao, Guangjun, Yu, Changjun, Liu, Yuyang, He, Zeyuan, Wang, Peng, Ma, Wen, Xie, Junqiu, Sun, Wangsheng, Wang, Rui
Format: Article
Language:English
Subjects:
Amides - chemical synthesis
Amides - chemistry
Carboxylic Acids - chemistry
Molecular Structure
Peptides - chemical synthesis
Peptides - chemistry
Stereoisomerism
Thiocyanates - chemistry
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Summary:Herein, we explored an unprecedented mild, nonirritating, conveniently available, and recyclable coupling reagent NDTP, which could activate the carboxylic acids via acyl thiocyanide and enable the rapid amide and peptide synthesis at very mild conditions. In addition, the methodology was compatible with Fmoc-SPPS, which may provide an alternative to peptide manufacturing.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c04258