| Summary: | The increased application of combinatorial synthesis as a valuable tool in the drug discovery process has led to the recent escalation in research into solid phase synthesis techniques. The use of multiple parallel solid phase synthesis has been described as an efficient method of lead compound optimisation. This method is explored for the generation of analogues of a substituted acrylic acid, identified from random screening, in order to increase receptor affinity. The optimised solution phase synthesis of the lead compound <I>via</I> a Horner-Wadsworth-Emmons reaction is reported. The synthetic route is then described for the solid phase synthesis of a simple analogue. Attempts have been made towards the multiple parallel solid phase syntheses of a range of substrates. Alternative methods for facile product purification as alternatives to covalent binding to a polymeric resin have recently been researched. The affinity of tetrabenzo [<I>a, c,g,i</I>]fluorene (Tbf) for charcoal has already been described as a useful method for the purification of peptides and proteins, and this property has been harnessed, for the first time, for application to general organic synthesis. An efficient solution-solid phase synthesis of the quinolone antibacterial, Ciprofloxacin, is described, in which charcoal was used to purify Tbf-bound intermediates in a <I>pseudo</I> solid phase purification step.
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