Fluorous Posters at the National Organic Symposium, June 10th

Dr. Marvin Yu, Director of Process Chemistry presented three posters at NOS 2003 highlighting recent advancements made at FTI. Click on the following links to explore those innovations in PDF format: Solution-Phase Libraries by Fluorous Parallel Synthesis, Solution-Phase Libraries by Fluorous Mixture Synthesis, and Recent Developments in Fluorous Mitsunobu Reactions.

Fluorous Chemistry at the International Isotope Society Meeting, June 1-5

Andy Zhang and coworkers at Merck & Co. presented a poster entitled "Use of Fluorous Electrophiles as Scavengers for Excess Amine in the Preparation of S-35 Labeled Radioligands" at IIS 2003. Read the abstract!

Fluorous Chemistry Review Published in Tetrahedron

In a recent issue of Tetrahedron, Wei Zhang, head of combinatorial chemistry at FTI, published a paper entitled "Fluorous Technologies for Solution-Phase High-Throughput Organic Synthesis." In this article Dr. Zhang describes fluorous techniques for library production including the use of fluorous solid phase extraction (F-SPE) and fluorous HPLC separations. Read the entire article

FTI Releases New Product Application Notes

To ensure your success as a customer, we have just released 11 new application notes covering the use of FluoroFlash™ products.

New Product Release: Fluorous Tagged Amino Acids

Are you looking for a fast way to purify peptides? Adding a fluorous tagged amino acid in the last step of you synthesis will allow you to apply the separation power of fluorous chemistry. Click here for more technical information. If you have an immediate interest in purchasing fluorous tagged amino acids, please click here for a quote.

FTI at Drug Discovery Technology 2003

Make sure to catch us at DDT 2003 booth #2311. As a guest of Fluorous Technologies, you can receive a 10% discount off conference registration. Email us to receive the discount form.

Cutting Edge Fluorous Chemistry

Fluorous silica gel immobilization of fluorous compounds: Bannwarth et al have recently published a report describing the use of fluorous tagged compounds adsorbed on fluorous silica gel (Helv. Chim. Acta, 2003, 86, 188). A silyl tagged fluorous linker was immobilized on fluorous silica gel and used to produce a quinazoline-2,4-dione library. The key element is the affinity of fluorous compounds for fluorous silica gel as a function of the solvent. In THF, the fluorous compounds are released from the fluorous silica gel to provide solution phase reactivity. In CH3CN / H2O or other aqueous systems, however, the fluorous tagged compounds are retained on the fluorous silica, while non-fluorous compounds are washed off the fluorous silica gel effecting a solid phase separation. The final product is then released from the fluorous silica gel by cyclization-promoted detagging to provide the final quinazoline-2,4-diones. The method is similar to the more familiar fluorous SPE, but omits washing the fluorous tagged intermediates off the fluorous sorbent. This report exemplifies the power of fluorous chemistry in providing solution phase reactivity with solid phase-like separations in a parallel synthesis setting.

Fluorous Technologies, Inc. provides a wide range of fluorous tags and FluoroFlash™ silica gel in bulk and pre-packed SPE cartridges.

IIS Conference Abstract

Andy Shiqiang Zhang, Charles S. Elmore, Marjorie A. Egan, David G. Melillo, and Dennis C. Dean, Department of Drug Metabolism, Merck & Co., Inc., Rahway, NJ, 07065 "Use of Fluorous Electrophiles as Scavengers for Excess Amine in the Preparation of S-35 Labeled Radioligands"

The use of high specific activity S-35 labeled sulfonamides has become a routine and effective alternative to I-125 labeled compounds as radioligands in receptor binding assays. Typically 10 - 50 mCi of the appropriate carrier-free [35S]sulfonyl chloride (1-10 g, ~1000 Ci/mmol) is coupled with a large excess of precursor amine (5 mg). Purification is then effected using multiple semi-preparative HPLC columns. Due to the large amount of precursor amine mass (relative to S-35 sulfonamide product), the first semi-preparative column is usually inadequate for removing all mass and radiochemical impurities. To eliminate the need for multiple semi-preparative HPLC purifications, we investigated the application of electrophilic solid-phase resins and fluorous reagents as amine scavengers. Our investigations showed that the electrophilic resins were slow to react with the residual amine. To circumvent the problem, the crude reaction mixture was repeatedly exposed to the resin which resulted in non-specific adherence of the S-35 sulfonamide to the resin and thus low radiochemical recoveries. In contrast, two fluorous labeled electrophiles (an acid chloride and isocyanate) reacted rapidly with the residual amine to give the fluorous-tethered amide or urea which was readily removed by filtration through a fluorous sep-pak with nearly quantitative recovery of radioactivity. The application of this technique to the syntheses of several S-35 radioligands will be presented.

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.

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