Method for producing polymers having nucleo-bases as side-groups

A process for the preparation of compounds of formula (I)

• wherein compounds of formulae
• are reacted with one another, optionally simultaneously, in a first step,
• optionally one or more protecting groups are removed,
• and the reaction is repeated m times,
• wherein, after the first step, the product of each preceding step is used instead of the compound of formula II,
• wherein
• m is 0 or an integer from 1 to 1000,
• A is a radical of the amine component being a radical customary in the Ugi reaction,
• B is a hydrogen atom, a substituent, (cyclo)alkyl, (cyclo)alkenyl, (cyclo)alkynyl, aroyl, heteroaroyl, a heterocycle, a fluorescent label, an intercalator, an antibiotic, a minor groove binder, a major groove binder, a biotinyl radical, an intercalating radical, an alkylating radical, a steroid, a lipid, a polyamine, an agent that facilitates cell uptake, a saccharide or oligosaccharide, an antisense polymer, a peptide, an antibody conjugate, a polymer or a modified surface or a radical X--NPG of compound V,
• R1-G is selected from structures of the following formulae:
• wherein the group R1-G can be linked to the compound of formula IV by way of a molecular spacer via R1 or R or R4;
• R1 and R each independently of the other is a radical of the acid component being a radical customary in the Ugi reaction;
• L, M, T and Z each independently of the others represents O, S or NR4, wherein R4 represents H, fluorine, (cyclo)alkyl, (cyclo) alkenyl, (cyclo)alkynyl, aroyl, heteroaroyl, heterocycle or —O(cyclo)alkyl, —Oaroyl, —S(cyclo)alkyl, —Saroyl;
• R2 and R3 each independently of the other represents a radical of the oxo component being a radical customary in the Ugi reaction,
• X has the following structure:
• each PG independently of any others represents an optionally orthogonal protecting;
• each of the radicals Rs independently of any others represents a hydrogen atom, an unsubstituted or substituted alkyl, cycloalkyl, alkoxyalkyl or aryl group or a heterocycle;
• the radicals U, W, K and Y each independently of the others represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, alkanoyl, alkoxyalkanoyl, cycloalkyl or aryl group, an unsubstituted or substituted heterocycle or the group NR5, wherein R5 is as defined above;
• a, b, c, n, o and p each independently of the others is an integer from 0 to 10;
• Q is an unsubstituted or substituted alkyl, aryl, alkenyl, alkynyl, mono- or poly-valent alkanoyl, cycloalkyl, alkoxyalkanoyl, cycloalkanoyl or aroyl group or an unsubstituted or substituted heterocycle, or one of the groups NR5, P, P(O), P(S), B, BR5 and SO2, wherein R5 is as defined above and each of the indices a, b, o and p has a corresponding value;
• F is an oxo, thio, seleno or imino group, and
• J is selected from the following structures, wherein the upper vertical line represents the bond with R1 and the lower vertical line represents the bond with the nitrogen atom of the main chain of the polymer in the general formula I:
• wherein R6 represents H, a substituent, (cyclo)alkyl, (cyclo)alkenyl, (cyclo)alkynyl, aroyl, heteroaroyl or heterocycle,
• with the proviso that at least one of the radicals R and R1 in the compound of formula I is a radical derived from a natural or synthetic nucleobase.