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December 17, 2002 About FTI   |  Products   |   Services   |   Technology   |   Contact Us
 

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Fluorous Technologies, Inc.
Fluorous Technologies, Inc. (FTI) is a chemical technology company dedicated to the development and commercialization of fluorous products focused at the life science market. The company uses patented technology to solve synthesis and separation problems spanning the entire drug discovery and development process. FTI further leverages its enabling technology through service contracts, licenses, and collaborations.

FTI Releases New Expanded Product Catalog
FTI's continues to broaden its FluoroFlash™ product offering. Our latest catalog can be found online here or downloaded here. It contains several new fluorous (perfluoroalkyl-containing) protecting groups, including F-PMB alcohol, F-Cbz, and F-benzyl alcohol. FTI also has commercialized F-Thiol, a new fluorous tag (as well as scavenger), and FluoMar™, a solution phase alternative to the polymer-based Marshall resin.

FTI scientists have demonstrated the utility of FluoMar™ via synthesis of a small molecule library. Tagged N-Boc-amino acids were deprotected, acylated, and then displaced by an amine. The tagged intermediates and the detagged final product were quickly and easily purified by fluorous solid phase extraction (F-SPE). For more detailed information, please download our slides from the 224th ACS National Meeting in Boston.


Fluorous Products in AMRI's Catalog of Rare and Interesting Organic Compounds
Albany Molecular Research recently announced the debut of its catalog of rare and interesting organic compounds. This collection of novel scaffolds, reagents, and appendages was developed with the synthetic organic chemist in mind. Built upon the diverse strengths of AMRI's integrated technologies, the collection includes difficult-to-find amino acids, heterocycles, aromatics, and fluorous compounds and reagents-all geared to inspire your imagination. Please visit the AMRI web page at www.albmolecular.com and follow the links to the catalog. This collection is only a small sampling of the synthetic capabilities of AMRI and FTI. If you need additional novel compounds, please inquire at catalog@albmolecular.com or info@fluorous.com.


FTI Awarded Two NIH Grants for Expansion of FluoroFlash™ Products
Fluorous Technologies has recently been awarded two Phase I SBIR grants to further explore the scope of fluorous protecting groups and fluorous scavengers. Fluorous protecting groups are being used in innovative ways every day. Fluorous scavengers are a solution phase alternative to solid phase scavengers. Early work has shown fluorous scavengers to react faster and cleaner than resin-based materials and to not require the typical large stoichiometric excess often associated with polymeric materials. If you have a favorite scavenger that you would like to see and that is not currently offered, please contact FTI.

Remember, the most up-to-date listing of FluoroFlash™ protecting groups, scavengers, HPLC columns, and other sorbent products can always be found on www.fluorous.com or in FTI's new product catalog.


Fluorous Technologies in the News and in the Mail
Fluorous Technologies has recently been covered in several leading chemical magazines including C&EN News and Today's Chemist at Work. Please click here to read those articles. In addition FTI has mailed a comprehensive technology overview package to chemists at major research locations. Did not receive one? For your own copy, please contact us here.


Cutting Edge Fluorous Chemistry
Fluorous Tags in Solid Phase Oligomer Synthesis: The use of fluorous tags in conjunction with solid phase peptide synthesis was recently described by van Boom et al (Tetrahedron Letters, 2002, 43, 7809) from Leiden University. By taking advantage of the unique properties of fluorous compounds, van Boom and co-workers quickly and reliably purified peptide oligomers of 7-22 amino acids that had been produced using traditional solid phase methods. The general concept is outlined in Fig. 1.

The methodology used Fmoc based solid phase chemistry to build the amino acid chain. After each condensation step, any free amines were capped with an acetate group. After the desired number of iterations, the deprotection of the final Fmoc group was followed by tagging with a fluorous version of a Cbz group. (The use of a pre-tagged amino acid in the final coupling could be envisioned.) The oligomers were cleaved from the resin to provide a mixture of the desired fluorous tagged oligomer and undesired truncated sequences, which did not contain a fluorous tag. The fluorous tagged material was then easily separated from the non-tagged material by HPLC using a FluoroFlash™ sorbent. Final detagging provides the desired oligomer.

Fig. 1: Schematic diagram of fluorous tag in oligomer synthesis

An analogous strategy published by Seeberger, P.H. et al (Angew. Chem. Int. Ed. 2001, 40, 4433) describes the synthesis of oligosaccharides also incorporating fluorous chemistry. In this case, however, the fluorous portion is a "cap-tag", which is used to render the undesired material fluorous, while the desired oligomeric species is non-fluorous. Once again, fluorous HPLC was used to separate the fluorous material from the non-fluorous material to obtain the desired material in pure form.

FTI provides a wide range of fluorous sorbents, tags, and protecting groups, including fluorous versions of BOC, Cbz, PMB, Bn, and TMS groups to satisfy your chemistry needs. Look for fluorous tagged -amino acids in early 2003.


For further information please contact Dr. Philip E. Yeske at 412-826-3051. We value your privacy. To learn more about how FTI uses personal information, click here. To unsubscribe from this newsletter, please reply to this email with "unsubscribe" in the subject line.

 

Contents

FTI Releases New Expanded Product Catalog

Fluorous Products in AMRI's Catalog of Rare and Interesting Organic Compounds

FTI Awarded Two NIH Grants for Expansion of FluoroFlash™ Products

Fluorous Technologies in the News and in the Mail

Cutting Edge Fluorous Chemistry