Synthesis and structural characterization of N-para-ferrocenyl benzoyl amino acid ethyl esters and the X-ray crystal structures of the glycyl and (±)-2-aminobutyric acid derivative Fc-C6H4CONHCH(C2H5)CO2Et |
| |
Authors: | David Savage John F Gallagher Yoshiteru Ida |
| |
Institution: | a School of Chemical Sciences, Dublin City University, Dublin 9, Ireland b National Institute of Cellular Biotechnology, Dublin City University, Dublin 9, Ireland c School of Pharmaceutical Sciences, Showa University, Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan |
| |
Abstract: | A series of N-para-ferrocenyl benzoyl amino acid ethyl esters 1-8 have been prepared by coupling para-ferrocenyl benzoic acid with the amino acid esters using the conventional 1,3-dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBt) protocol. The amino acids employed in the synthesis were glycine, l-alanine, l-leucine, l-phenylalanine, β-alanine, 4-aminobutyric acid, (±)-2-aminobutyric acid and 2-aminoisobutyric acid. The compounds were fully characterized by a range of spectroscopic techniques such as NMR and mass spectrometry. In addition the X-ray crystal structures of the glycyl 1 and (±)-2-aminobutyrate 7 derivatives have been determined. Analysis of relevant fragments in crystal structures on the Cambridge Structural Database indicates a relative paucity of common fragments such as the α-aminobutyrate group in comparison to the glycyl moiety. |
| |
Keywords: | Ferrocene Bioorganometallic chemistry Amino acid esters X-ray crystal structures Database analysis Systematics |
本文献已被 ScienceDirect 等数据库收录! |
|