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DOI: 10.1055/a-2035-9753
Synthesis of Acidiphilamide A–C: Secondary Metabolites from the Genus Streptacidiphilus
Abstract
We describe the efficient total syntheses of naturally occurring tripeptides acidiphilamides A–C and epi-acidiphilamides A–C, which were prepared from commercially available l-phenyl alanine using hexafluorophosphate azabenzotriazole tetramethyl uronium (HATU) as peptide coupling reagent. The structures of the natural acidiphilamides A, B and C were characterized by NMR, MS and SOR data, which match those of natural products, whereas the structures of epi-acidiphilamides A, B and C were confirmed by 2D NMR studies.
Key words
total synthesis - natural products - acidiphilamides - epi-acidiphilamides - structural elucidation - amide coupling reagentsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2035-9753.
- Supporting Information
Publication History
Received: 10 November 2022
Accepted after revision: 15 February 2023
Accepted Manuscript online:
15 February 2023
Article published online:
28 March 2023
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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