Ohkawachi, Kento Tokushima University
Kobayashi, Daishiro Tokushima University
Morimoto, Kyohei Tokushima University
Denda, Masaya Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Yamatsugu, Kenzo The University of Tokyo
Kanai, Motomu The University of Tokyo
Otaka, Akira Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Sulfanylmethyl-installed dimethylaminopyridine, 2-sulfanylmethyl-4-dimthylaminopyridine (SMDMAP) (2), has an acidic thiol group comparable to that in aryl thiols due to the formation of a zwitterion consisting of a thiolate anion and a pyridinium cation. It can be used as an additive for native chemical ligation. The alkyl thiol in 2 allows it to be used for the one-pot/NCL–desulfurization protocol in peptide synthesis. The utility of 2 in the synthesis of cyclic peptides is demonstrated.
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.0c01383.
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