Process for the preparation of 3-amino-2-oxo-pyrrolidines, novel intermediates and their use

Process for the preparation of a γ-lactam of the general formula I and a salt thereof

• wherein
• R1 may represent H, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C2-C8)-alkoxyalkyl, (C1-C8)-acyl, which are optionally linear or branched and may be mono- or poly-substituted by halogens, by radicals having N, O, P, S atoms,(C3-C7)-cycloalkyl, which may be saturated or unsaturated and mono- or poly-substituted by linear or branched (C1-C8)-allyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-acyl, (C1-C8)-alkoxy, (C2-C8)-alkoxyalkyl, by halogens, by radicals having N, O, P, S atoms, and/or may have hetero atoms selected from the group consisting of N, O, P, and S in the ring, aryl, heteroaryl, heteroaralkyl, wherein the rings just mentioned may optionally be mono- or poly-substituted by linear or branched (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-acyl, (C1-C8)-alkoxy, (C2-C8)-alkoxyalkyl, by halogens, by radicals having N, O, P, S atoms, and N-bonded amino acid or peptide residue,
• R2 may represent H, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C2-C8)-alkoxyalkyl, which are optionally linear or branched and may be mono- or poly-substituted by halogens, by radicals having N, O, P, S atoms, (C3-C7)-cycloalkyl, which may be saturated or unsaturated and mono- or poly-substituted by linear or branched (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkynyl, (C1-C8)-acyl, (C1-C8)-alkoxy, (C2-C8)-alkoxyalkyl, by halogens, by radicals having N, O, P, S atoms, and/or may have hetero atoms selected from the group consisting of N, O, P, and S in the ring, aryl, aralkyl, heteroaryl, heteroaralkyl, wherein the rings just mentioned may optionally be mono- or poly-substituted by linear or branched (C1-C8)-alkyl, (C2-C8)-alkenyl, (C2-C8)-alkyl, (C1-C8)-acyl, (C1-C8)-alkoxy, (C2-C8)-alkoxyalkyl, by halogens, and by radicals having N, O, P, S atoms,
• R3 may represent H, ClCO, (C1-C8)-acyl, which may optionally be linear or branched, a C-bonded amino acid or a peptide residue or a conventional peptide-protecting group
• wherein a derivative compound of the general formula II
• wherein R1, R2, R3 are as defined above and X represents a substituent selected from the group halogen and sulfonic acid ester, are cyclised to form a compound of the general formula I.