Pna synthesis using an amino protecting group which is...

C - Chemistry – Metallurgy – 07 – K

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C07K 1/06 (2006.01) C07D 473/18 (2006.01) C07D 473/34 (2006.01) C07K 5/00 (2006.01) C07K 7/00 (2006.01) C07K 14/00 (2006.01) C08G 69/10 (2006.01)

Patent

CA 2144477

There are described processes for the preparation of PNA oligomers of the formula see formula 1 in which B/X is as defined in the description, R0 is hydrogen, alkanoyl, alkoxycarbonyl, cycloalkanoyl, aroyl, heteroaroyl, or a group which favors intracellular uptake of the oligomer, A and Q are in each case an amino acid radical, k and 1 are in each case an integer from zero to 10, B is a natural nucleotide base or unnatural nucleotide base conventionally used in nucleotide chemistry or their prodrug forms, or else base substitute compounds, Q0 is hydroxyl or optionally substituted NH2 and n is an integer from 1 - 50. In these processes, the amino acid radicals and the units See formula 2 in which PG is an amino protective group which is labile to weak acids and B' is a nucleotide base protected on the exocyclic amino or hydroxyl function are coupled stepwise by the solid-phase method onto a polymeric support provided with an anchoring group and, after the construction has ended, the target compounds are cleaved off from the polymeric support by means of a cleaving reagent. There are furthermore described intermediates of the PNA oligomers and processes for their preparation.

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