108888-99-9Relevant academic research and scientific papers
Preparation of hydantoins by catalytic oxidative carbonylation of α-amino amides
Dumbris, Seth M.,Diaz, Delmy J.,McElwee-White, Lisa
scheme or table, p. 8862 - 8865 (2010/03/02)
(Chemical Equation Presented) Hydantoins can be synthesized from the corresponding amino amides employing oxidative catalytic carbonylation using W(CO)6 as the catalyst, I2 as the oxidant,COas the carbonyl source, andDBUas base. Secondary amides afford the hydantoins in good to excellent yields, which decrease as the steric bulk of the N-alkyl substituent increases. 2009 American Chemical Society.
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.
