Synthesis of Silacyclic Dipeptides: Peptide Elongation at Both N- and C-Termini of Dipeptide
Tomohiro Hattori* and Hisashi Yamamoto*
*Peptide Research Center, Chubu University, 1200 Matsumoto-cho, Kasugai, Aichi 487-8501, Japan, Email: thattoriisc.chubu.ac.jp, hyamamotoisc.chubu.ac.jp
T. Hattori, H. Yamamoto, J. Am. Chem. Soc., 2022, 144, 1758-1765.
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Imidazolylsilanes are highly useful coupling reagents for peptide synthesis from N-,C-terminal unprotected amino acids with amino acid tert-butyl esters. An optional deprotection of the tert-butyl ester at the C-terminus and cyclization sequentially proceed to afford silacyclic dipeptides, that can act as both nucleophiles and electrophiles for further peptide elongation.
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W. Muramatsu, H. Yamamoto, J. Am. Chem. Soc., 2021, 143, 6792-6797.
Tantalum-Catalyzed Amidation of Amino Acid Homologues
W. Muramatshu, H. Yamamoto, J. Am. Chem. Soc., 2019, 141, 18926-18931.