ORGN 215 |
| Automated oligonucleotide synthesis produces heterogeneous mixtures of products, complicating purification and limiting scale-up, especially for longmers. Installation of a nucleotide bearing a fluorous dimethoxytrityl (FDMT) group at the 5' terminus followed by solid-phase extraction (SPE) using a Fluoro-Pak™ column allows removal of non-fluorous materials. On-column detritylation with acid allows elution of the desired oligonucleotide with excellent recovery. In contrast to existing SPE methods using 5'-dimethoxytrityl oligonucleotides and reversed-phase adsorbent, the fluorous method offers higher recovery, better selectivity, and the ability to purify longmers. |
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Recent Advances in Fluorous Chemistry
8:00 AM-12:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Ballroom C, Oral
Division of Organic Chemistry |