CHED 479 |
| A capture ligand, Ethyl (4-nitrophenyl)[11-([1,3-diazole]carbamate)undecyl]phosphonate, with protein immobilization significance was synthesized. The terminal alcohol of 11-Bromoundecanol was replaced with a protecting group, trimethylsilyl. (11-Bromoundecyl)oxy(trimethyl)silane was phosphonated via a Michaelis-Arbuzov reaction. The protecting group was removed and the terminal hydroxyl group was recaptured. Diethyl (11-Hydroxyundecyl)phosphonate was esterified upon addition of carbonyldiimidazole. 4-nitrophenol was added to Diethyl [11-([1,3-diazole]carbamate)undecyl]phosphonate in order to produce the target molecule, Ethyl (4-nitrophenyl)[11-([1,3-diazole)carbamate)undecyl]phosphonate. Preliminary structural analysis was performed using IR Spectroscopy. All structures were verified upon synthesis via 1H NMR, 13C NMR, DEP-90 NMR and DEP-135 NMR. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |