The ability to use fluorous tagging in library synthesis provides an excellent method by which to quickly and efficiently produce high quality libraries of diverse compounds. The key to the technique is fluorous solid phase extraction (FSPE) which provides a single general method by which all of your intermediates and library members can be purified. For maximum flexibility and speed, fluorous tags are analogs to many traditional protecting groups (i.e. Boc, TIPS, Cbz, etc.) and are readily attached and removed under typical conditions. All of the tags are designed with the added benefit of a fluorous domain in order to facilitate fast isolation and purification by FSPE.
Fluorous tagging strategies are similar to solid phase strategies in concept, but have all the advantages of solution phase synthesis since the tagged molecules are soluble in most organic solvents. This translates to solution phase kinetics, homogeneous reaction conditions, precise control of stoichiometry, reaction monitoring by standard analytical techniques, and the ability to purify intermediates. In addition, the fluorous domain is inert so that nearly all reaction conditions can be used including anionic, cationic, radical, organometallic, etc. All of this leads to more efficient production of higher quality libraries by reducing chemistry development, eliminating purification method development, increasing HPLC efficiency due to cleaner crude products, and increasing the quality of your compounds by increasing the range of useable reactions. Fluorous tagging has been used in multi-component reaction libraries, microwave-assissted synthesis, and diversity-oriented synthesis with tremendous effectiveness.
In an impressive application of fluorous library synthesis, Morton et al. used FSPE to purify their DOS library. Over eighty different scaffolds were purified using the same general FSPE method -- a true testament to the separation power and generality of FSPE. One reviewer stated that "fluorous solid-phase extraction provided a rapid and generic method for product isolation." Another reviewer also commented on the library's rational purification design: "Helpfully, Morton et al. have designed the protocol of their diversity-oriented synthesis with a particular eye to making it simple to purify the compounds--this is a boon, because purification is usually the most labour-intensive part of any chemical reaction." We couldn't have said it better ourselves.
In addition to single FSPE cartridges, we offer 24, 48, and 96-well F-SPE plates for parallel and high throughput purifications. These separations use either vacuum or positive pressure and procedures have been developed using commercially available manifolds. Other fluorous solid phase extraction options include gravity-driven plate-to-plate FSPE using larger particle size FluoroFlash® silica and automated serial FSPE using a RapidTrace® workstation. All of these options are used in conjunction with our fluorous tags to provide fast and effective purifications.
Whether you're making a library of a dozen compounds or a thousand, Fluorous Technologies Inc. can provide you with all the tags, separation media, and technical support you need to make your libraries. Visit the links under Related Products to view our product offering. Read more details about fluorous library synthesis in the documents listed under For More Information.