Synthesis and chiral recognition abilities of new calix[6]arenes bearing amino alcohol moieties |
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| Institution: | 1. Arbuzov Institute of Organic and Physical Chemistry of FRC Kazan Scientific Center of RAS, 8 Arbuzov street, Kazan 420088, Russian Federation;2. Kazan National Research Technological University, 68 K. Marx street, Kazan 420015, Russian Federation;3. Kazan State Medical University, 49, Butlerov street, Kazan 420012, Russian Federation;4. School of Pharmacy, University of Reading, Whiteknights, PO Box 224, Reading RG6 6AD, United Kingdom |
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| Abstract: | Herein the synthesis and recognition abilities towards amino acids and amino alcohols of new d-/l-phenylalaninol substituted p-tert-butylcalix6]arenas are reported. These compounds, 6 and 7 have been synthesized via nucleophilic substitution reactions involving 5,11,17,23,29,35-tert-butyl-37,38-dimethoxy-39,40,41,42-(p-tosylethoxy)calix6]arene 5 with d-/l-phenylalaninol in dry THF. The extraction properties of 6 and 7 towards some selected amino acid methylesters and amino alcohols have been studied by liquid–liquid extraction. These results show that chiral calix6]arene derivatives exhibit a good affinity towards all amino acids and amino alcohols. |
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