Method for the synthesis of pyrrole and imidazole carboxamides o

Details Method for the synthesis of pyrrole and imidazole carboxamides o Method for the synthesis of pyrrole and imidazole carboxamides o

1996-02-26

2000-07-18

Higel, Floyd D.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5483121, 5483127, 5483131, 5483147, 5483345, 548557, 536 221, 536 231, 536 253, 536 2533, 536 256, 536 261, C07D23102, C07D40302, C07D23304, C07N 1900, C07N 2102, C07N 2104

Patent

active

060909471

ABSTRACT:
The present invention describes a novel method for the solid phase synthesis of polyamides containing imidazole and pyrrole carboxamides. The polyamides are prepared on a solid support from aromatic carboxylic acids and aromatic amines with high stepwise coupling yields (>99%), providing milligram quantities of highly pure polyamides. The present invention also describes the synthesis of analogs of the natural products Netropsin and Distamycin A, two antiviral antibiotics. The present invention also describes a novel method for the solid phase synthesis of imidazole and pyrrole carboxamide polyamide-oligonucleotide conjugates. This methodology will greatly increase both the complexity and quantity of minor-groove binding polyamides and minor-groove binding polyamide-oligonucleotide conjugates which can be synthesized and tested.

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