Summary
A major objective of the DIVERSOMER® technology is to provide pure and characterized compounds for biological testing in order to prevent ‘false negatives’ in our libraries. On several occasions, analysis of the final products by1H-NMR and MS, has revealed by-products from the polystyrene solid support. Subsequently, three alternative methods were studied to remove polystyrene by-products; (i) prewashing of the resin prior to execution of the synthesis; (ii) pretreatment of the resin with the cleavage conditions consistent with the solid-phase synthesis reaction scheme; and (iii) parallel purification.
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References
Gordon, E.M., Barrett, R.W., Dower, W.J., Fodor, S.P.A. and Gallop, M.A.,Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, library screening strategies, and future directions, J. Med. Chem., 37 (1994) 1385–1401.
Pavia, M.R., Sawyer, T.K. and Moos, W.H.,The generation of molecular diversity, Bioorg. Med. Chem. Lett., 3 (1993) 387–396.
DeWitt, S.H.,Molecular Diversity Strategies, Pharm. News, 1 (1994) 11–14.
DeWitt, S.H., Kiely, J.S., Stankovic, C., Schroeder, M.C., Cody, D.R. and Pavia, M.R., ‘Diversomers’:An approach to nonpeptide, nonoligomeric chemical diversity, Proc. Natl. Acad. Sci. USA, 90 (1993) 6909–6913.
DeWitt, S.H., Stankovic, C. and Schroeder, M.C.,The DIVERSO- MERTM approach: Integration and automation of multiple, simultaneous organic synthesis on a solid support, In Stimatitis, J.R. and Hawk, G.L. (Eds.) Advances in Laboratory Automation Robotics, Zymark Corp., Hopkington, MA, 1993, pp. 248–263.
DeWitt, S.H., Schroeder, M.C., Stankovic, C.J., Strode, IE. and Czarnik, A.W., DIVERSOMERTM technology: Solid-phase synthesis, automation, and integration for the generation of chemical diversity, Drug Dev. Res., 33 (1994) 116–124.
DeWitt, S.H. and Czarnik, A.W.,Automated synthesis and combinatorial chemistry, Curr. Opin. Biotechnol., 6 (1995) 640–645.
McDonald, P.D. and Bouvier, E.S.P. (Eds.) Solid-Phase Extraction, Applications Guide and Bibliography, Waters, Milford, MA, 1993.
MacDonald, A.A., DeWitt, S.H., Hogan, E.M. and Ramage, R.,Synthesis of quinolone antibiotics by DIVERSOMERTM technology, In Epton, R. (Ed.) Innovation and Perspectives in Solid-Phase Synthesis, SPCC, Edinburgh, UK, 1996, in press.
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MacDonald, A.A., Dewitt, S.H., Ghosh, S. et al. The impact of polystyrene resins in solid-phase organic synthesis. Mol Divers 1, 183–186 (1996). https://doi.org/10.1007/BF01544956
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DOI: https://doi.org/10.1007/BF01544956