Synthesis of a novel silicon bearing linker for solid phase synthesis |
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Authors: | Robert Ramage Martin J.I. Andrews Pu Wang |
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Affiliation: | a Department of Chemistry, University of Edinburgh, Joseph Black Building, West Mains Road, Edinburgh EH8 3JJ, UK b Parke-Davis Pharmaceuticals, Forvie Site, Robinson Way, Cambridge, UK |
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Abstract: | A novel linker for solid phase synthesis is described, which exhibits rapid cleavage under selective, orthogonal conditions, including stability under acidic conditions. The linker incorporates a pyridyl propionate system, with a pendant β-silyl group. Rapid cleavage of the product is effected by elimination of the silyl group on treatment with fluoride. Two systems of this type have been synthesised, and the stability of the linkers has been tested under acidic and basic conditions in solution. |
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