Acid-labile anchor groups for the synthesis of peptide amides by

Details Acid-labile anchor groups for the synthesis of peptide amides by Acid-labile anchor groups for the synthesis of peptide amides by

1988-12-20

1992-06-23

Richter, Johann

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

530337, 562451, 562460, 562468, 560 42, 560 52, 560 57, C07C22938

Patent

active

051244780

ABSTRACT:
The invention relates to new compounds of the formula ##STR1## in which R.sup.1 denotes (C.sub.1 -C.sub.8)-alkyl, R.sup.2 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, R.sup.3 denotes hydrogen or (C.sub.1 -C.sub.4)-alkyl, and Y.sup.1 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy or --O--(CH.sub.2).sub.n --COOH (with n=1 to 6), with one of these radicals being --O--(CH.sub.2).sub.n --COOH, or Y.sup.1, Y.sup.2 and Y.sup.5 -Y.sup.9 denote identical or different radicals hydrogen, (C.sub.1 -C.sub.4)-alkyl or (C.sub.1 -C.sub.4)-alkoxy, Y.sup.3 denotes hydrogen or (C.sub.1 -C.sub.8)-alkoxy and Y.sup.4 denotes --(CH.sub.2).sub.n --COOH or --NH--CO--(CH.sub.2).sub.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.

REFERENCES:
patent: 4922015 (1990-05-01), Breipohl et al.
C. Ressler et al., J. Am. Chem. Soc. vol. 76, No. 12, 1954, pp. 3107-3109.
J. P. Tam et al., Tetrahedron Letters vol. 22, No. 28, 1981, pp. 2851-2854.

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