CHED 1333 |
| Separation of chiral molecules, such as certain pharmaceuticals, has been proven to be effective with the use of macrocyclic antibiotics attached to a single chain spacer arm. Using a highly branched molecule for the site of macrocylic antibiotic attachment it is thought that better separation of enantiomeric compounds can be accomplished. The macrocyclic antibiotic vancomycin was the molecule of choice used for attached to a branched carboxylic acid functionalized silica gel. Three separate methods were developed using the peptide coupling agent dicyclohexylcarbodiimide (DCC) or diphenylphosphoryl azide (DPPA) and each method produced the silica gel product linked by an amide to a vancomycin termini. By using DPPA's amide coupling mechanism, a yield of 83.49% was obtained, markedly better than the 37.56% and 49.95% yields obtained using DCC. All three methods had their final products analyzed by FT-IR and proved the compounds synthesized for each procedure were indeed the same. |
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Undergraduate Research Poster Session: Medicinal
2:00 PM-4:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Chemical Education |