An unusual amino acid used in Solid Phase Peptide Synthesis (SPPS) as: A) a precursor to the tritium-induced Norvaline peptides1, B) in the synthesis of branched peptides using a palladium-catalyzed coupling reaction2, and C) as a reagent in the dual-catalyst Sonogashira coupling reaction.3
1. Eberle, A. N.; Zeller, A. Tritiation of Peptides to High Specific Radioactivity. Part 1. Synthesis and Biological Properties of [13-(3H4)Norvaline]-α-MSH and of [2,23-Bis((3H2)tyrosine)]ACTH(1-24). Helvetica Chim. Acta. 1985 (68) 1880-1892. 2. Crisp, G. T.; Robertson, T. A. Palladium-catalyzed coupling of a propargylglycinededrivative. Tetrahedron. 1992 (48) 3239-3250. 3. Sonogashira, K.; Tohda, Y.; Haghiara, N. A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes, and bromopyridines.Tetrahedron Lett.,1975 (16) 4467-4470.