253188-22-6Relevant academic research and scientific papers
Piperazine-2,3,5-triones in the synthesis of constrained peptides
Bailey, Patrick D.,Boa, Andrew N.,Baker, S. Richard,Clayson, Joanne,Murray, Ernest J.,Rosair, Georgina M.
, p. 7557 - 7560 (2007/10/03)
Amino acid amides react with diethyl oxalate and sodium ethoxide to yield 6-substituted piperazine-2,3,5-triones, which can be mono-alkylated at N4, bis-alkylated at N4 and C6, or tris-alkylated at N4, N1, and C6 under mild basic conditions; this provides access to i) α,α-disubstituted cyclic peptide derivatives; ii) constrained peptides via C(α)-N bond formation; iii) DKP analogues.
