The synthesis and structural characterization of N-ortho-ferrocenyl benzoyl amino acid esters. The X-ray crystal structure of N-{ortho-(ferrocenyl)benzoyl}-l-phenylalanine ethyl ester |
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Authors: | David Savage Steven R. Alley Alok Goel Helge Mueller-Bunz |
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Affiliation: | a School of Chemical Sciences, Dublin City University, Dublin 9, Ireland b National Institute for Cellular Biotechnology, Dublin City University, Dublin 9, Ireland c Department of Chemistry, University College Dublin, Belfield, Dublin 4 Ireland |
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Abstract: | A series of N-ortho-ferrocenyl benzoyl amino acid ethyl esters 3-9 have been prepared by coupling ortho-ferrocenyl benzoic acid 2 to the amino acid ethyl esters of glycine, l-alanine, l-leucine, l-phenylalanine, β-alanine, 4-aminobutyric acid and (±)-2-aminobutyric acid using the conventional 1,3-dicyclohexylcarbodiimide, 1-hydroxybenzotriazole protocol. The compounds were fully characterized by a range of NMR spectroscopic techniques and by mass spectrometry (MALDI-MS, ESI-MS). The X-ray crystal structure of the l-phenylalanine derivative 6 has been determined. |
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Keywords: | Ferrocene Amino acid esters Bioorganometallic chemistry MALDI X-ray crystal structure |
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