Dendrimeric compounds comprising amino acids, hyperbranched core compound, process for preparation of dendrimeric compounds comprising amino acids and hyperbranched core compound, and use thereof

A process for the preparation of the dendrimeric compound comprising amino acids, characterized in that the process comprises reacting an amino acid compound, in the D, L form or a mixture of the D and L forms, of the formula 5

• wherein n is an integer of from 1 to 4 inclusive,
• with C1-6 alkyl acrylate, optionally in the presence of a base, to yield a compound of the formula 6
• followed by reacting the obtained compound of the formula 6, after optional acidification, with a primary organic amine or ammonia and the first coupling reagent to obtain an amide derivative of the formula 7
• which derivative of the formula 7 is subjected to aminolysis with ethylenediamine, to yield a branched core compound of the formula 3
• followed by coupling the compound of the formula 3, wherein T is —(CH2)2CONH(CH2)2-, and R2 is an —NH2 group or a moiety derived from a primary organic amine molecule by removing a hydrogen atom from an amino group, with an amino acid and/or peptide, wherein at least one hydrogen atom at least one amino group is optionally replaced by a protective group, in the presence of a second coupling reagent, to obtain a compound of the formula 1
• wherein R2 and T have meanings as disclosed above, and P is an amino acid and/or peptide moiety derived from an amino acid/peptide molecule by removing a hydroxy group from a carboxy group, in which amino acid/peptide moiety at least one hydrogen atom of at least one amino group is optionally replaced by a protective group,
• optionally deprotecting the protected amino group and optionally converting into a pharmaceutically acceptable salt.

A process for the preparation of a hyperbranched core compound, characterized in that the process comprises reacting an amino acid compound, in the D, L form or a mixture of the D and L forms, of the formula 5

• wherein n is an integer of from 1 to 4 inclusive,
• with C1-6alkyl acrylate, optionally in the presence of a base, to yield a compound of the formula 6
• followed by reacting the obtained compound of the formula 6, after optional acidification, with a primary organic amine or ammonia and a coupling reagent, to obtain an amide derivative of the formula 7
• which derivative of the formula 7 is subjected to aminolysis with ethylenediamine, to yield a branched core compound of the formula 3
• wherein T is —(CH2)2CONH(CH2)2-, and R2 is an —NH2 group or a moiety derived from a primary organic amine molecule by removing a hydrogen atom from an amino group.