Acid-labile anchor groups for the synthesis of peptide amides by a solid-phase method

摘要

The invention relates to new compounds of the formula IMAGE (I) in which R1 denotes (C1-C8)-alkyl, R2 denotes an amino acid residue which is protected with a urethane protective group which can be eliminated with weak acid or base, or denotes an amino protective group which can be eliminated with weak acid or base, R3 denotes hydrogen or (C1-C4)-alkyl, and Y1-Y9 denote identical or different radicals hydrogen, (C1-C4)-alkyl, (C1-C4)-alkoxy or -O-(CH2)n-COOH (with n=1 to 6), with one of these radicals being -O-(CH2)n-COOH, or Y1, Y2 and Y5-Y9 denote identical or different radicals hydrogen, (C1-C4)-alkyl or (C1-C4)-alkoxy, Y3 denotes hydrogen or (C1-C8)-alkoxy and Y4 denotes -(CH2)n-COOH or -NH-CO-(CH2)n-COOH (with n=1 to 6). Processes for the preparation thereof and the synthesis of peptide amides by a solid-phase method using these new compounds (spacers) are described.