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245 1 0 _aSymmetric Building Blocks and Combinatorial Functional Group Transformation as Versatile Strategies in Combinatorial Chemistry
490 0 _vBiotechnology and BioEngineering, 71(2), p.94-103, 2000
520 3 _aA combination of symmetric building blocks and combinatorial functional group transformation for synthesis of pyrimidines was investigated. The purpose of the study was to maximize the return on invested synthetic efforts of reaction development for libraries. A representative set of symmetric diacids was coupled onto deprotected TentaGel Rink Amide resin. The amino function served as a model of a chemical process providing a functional group for additional synthetic steps, while the symmetric building blocks served as a model to connect synthesis protocols and to switch to a different synthesis paradigm consecutively. The reaction sequence was continued in a noncombinatorial step by coupling a bifunctional reagent (3-aminoacetophenone)to the remaining carboxy function of the symmetric diacid. The ketone served as a model of a reagent prepared for combinatorial functional group transformation. The arylmethylketone was reacted with a set of aryl- and heteroarylaldehydes to give a,b-unsaturated ketones. Subsequently, guanidine, alkyl-, and arylcarboxamidines were introduced in combinatorial synthesis of substituted pyrimidines by reaction with the a, b-unsaturated ketone functionality. The combination of symmetric building blocks and combinatorial functional group transformation created a versatile reaction sequence ideally suited for production of libraries from libraries with added diversity.
650 1 4 _aSYMMETRIC BUILDING BLOCKS
650 1 4 _aCOMBINATORIAL FUNCTIONAL GROUP TRANSFORMATION
650 1 4 _aLIBRARIES FROM LIBRARIES
650 1 4 _aCLAISEN-SCHMIDT REACTION
650 1 4 _aA,B-UNSATURATED KETONES
650 1 4 _aPYRIMIDINE SYNTHESIS
700 1 2 _aFrüchtel, J.S.
700 1 2 _aPflugseder, K.
700 1 2 _aGstach, H.
856 4 0 _uhttps://drive.google.com/file/d/1eMSoipxSoF5uYTp6qdveRz49QPh1bvjt/view?usp=drivesdk
_zPara ver el documento ingresa a Google con tu cuenta: @cicy.edu.mx
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