Abstract
The synthesis of two peptide mimetics of RGD, α-Tfm-Arg-Gly-Asp-Phe-NH 2 9 and α-Tfm-Arg-Gly-Asp-NH-(CH 2) 2-C 6H 5 13, is described. The precursor of α-Tfm-ornithine was obtained in two synthetic steps from 2-N-Cbz-2-Tfm-hexanediacid-1-alkyl ester and introduced into the peptide chain by α-carboxy-group activation via oxazolone. The introduction of the guanidine residue led to the final peptides as mixtures of the two diastereomers. Configurationally pure peptides were obtained in good yields by RP-HPLC.
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