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Ambridge, PA, United States

Lu Y.,Fluorous Technologies | Geib S.J.,University of Pittsburgh | Damodaran K.,University of Pittsburgh | Sui B.,University of Pittsburgh | And 3 more authors.
Chemical Communications | Year: 2010

Fluorous diastereomeric mixture synthesis (FDMS) is introduced and demonstrated in the synthesis of six diastereomers of hydantoin-fused hexahydrochromeno[4,3-b]pyrroles. © 2010 The Royal Society of Chemistry. Source

Yu M.S.,Fluorous Technologies
Topics in Current Chemistry | Year: 2012

Fluorous modified reagents and scavengers have been widely used in the synthesis of small molecules and small molecule libraries. This chapter highlights some of those applications based on type of transformation and reagent or scavenger. © 2011 Springer-Verlag Berlin Heidelberg. Source

Agency: Department of Health and Human Services | Branch: | Program: SBIR | Phase: Phase II | Award Amount: 1.35M | Year: 2004

DESCRIPTION (provided by applicant): Methods to synthesize small molecules are in transition in many pharmaceutical and biotechnology companies. The value of solution phase parallel synthesis is now widely recognized. Small targeted (focused) librari

Agency: Department of Health and Human Services | Branch: | Program: SBIR | Phase: Phase I | Award Amount: 100.00K | Year: 2002

DESCRIPTION (provided by applicant): Modem drug development relies on the rapid synthesis of small organic molecules (drug candidates) by using combinatorial chemistry methods. Solution phase combinatorial chemistry methods are increasingly important, and the fluorous technology platform is a new and powerful addition that both expedites and leverages solution phase synthesis. However, the utility of new techniques like fluorous synthesis and fluorous mixture synthesis is currently limited by the dearth of commercially available fluorous tags (protecting groups), so new fluorous tags are urgently needed. This SBIR proposal addresses this need through a stepwise process of research (discovery) and development (validation and scale up) of new fluorous tags. The specific aims are: 1) To synthesize fluorous variants of Fmoc (9-fluorenylmethylcarbamate), Cbz (benzyl carbamate) and Bn (benzyl) protecting groups. The new fluorous tags are designed such that the perfluoroalkyl chains will control the separation properties of tagged molecules on fluorous silica. One of more methylene groups may be incroporated to offset the electronic effect of the periluoroalkyl groups. 2) To validate the use of these new fluorous tags in a synthetic sequence involving protection, reaction and deprotection. For each fluorous group, several candidates will be tested prior to selecting the one(s) that mimics the parent well in protection and deprotection and have suitable separation properties on fluorous silica. 3) To optimize process scale syntheses of the new fluorous tags and to synthesize homologs. The synthesis of these new tags will be optimized on 100-200 gram scale. As needed, the company will contract for the kg scale preparation of these new tags with custom synthesis companies. For each of these fluorous tags, a series of homologs with variable number of fluorines will be synthesized for the use in fluorous mixture synthesis.

Agency: Department of Health and Human Services | Branch: | Program: STTR | Phase: Phase I | Award Amount: 170.27K | Year: 2005

DESCRIPTION (provided by applicant): Ready access to various oligosaccharides and glycopeptides is crucial for the development of glycobiology and glycomics-the system-wide study of the interactions of oligosaccharides with other biomolecules such as proteins. The long-term goal of the proposed project is to develop a new method for preparative scale syntheses of exceptionally pure oligopeptides, oligosaccharides, and glycopeptides utilizing Fluorous Technologies' proprietary tagging and purification techniques. The specific aims during Phase I of this STTR proposal are: 1) the development of fluorous-fluorenylmethoxycarbonyl (F-Fmoc) solution-phase oligopeptide synthesis (F-Fmoc Strategy); 2) the development of fluorous tag aided oligosaccharide synthesis; and 3) the development of fluorous tag aided oligosaccharide microarrays and multiwell-plate arrays. These developments will lay the foundation for the project's Phase II, which will include (1) parallel synthesis of oligosaccharide and glycopeptide libraries that have been reported to exhibit interesting biological activities such as immunogenicity against cancer cells, (2) development of automated solution-phase oligomer synthesis using a parallel synthesizer, a liquid handler, and an automated fluorous flash chromatography system, and (3) further exploration of fluorous tags for direct compound array production.

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