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Published on: November 22, 2024
Microwave-Assisted Precise Synthesis of Alkyl/Aryl-Modified Triazolyl-Phenylalanine Hybrids and Peptide Modifications
Karuna Thakare1, Aman Singh Barahdia1, Rahul Jain1
1Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar 160 062, India.
Abstract:
We report a regioselective synthesis of triazolyl-phenylalanine hybrids via a two-step process: alkynylation at ambient conditions followed by multicomponent reaction, which includes protodesilylation, azidation, and [3 + 2] cycloaddition under microwave irradiation. This approach eliminates the isolation and purification of reactive intermediates, the handling of potentially explosive azides, and the Glaser homocoupling. Under sustainable conditions, the method supports a broad substrate scope, including pseudopeptides, bis-triazoles, and iterative ditriazole frameworks, and enables the synthesis of triazole-modified peptides.
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