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1 Polish Journal of Chemical Technology

1 2011

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Tert-butyl esters of 2,3-diaryl-3-arylaminopropanoic acids – stereoselective synthesis, isolation, spectroscopic and structural elucidation

Tasheva D. N., Zareva S. Y.

Polish Journal of Chemical Technology

2011

Vol. 13, nr 3

12-17

A series of seven substituted tert-butyl esters of 2,3-diaryl-3-arylaminopropanoic acids has been synthesized, isolated, spectroscopically and structurally elucidated. An influence of the substituents on the spectroscopic characteristics and conformations is discussed using the data of the linear-polarized IR- (IR-LD), UV-spectroscopy and 1H-NMR. Theoretical quantum chemical calculations are carried out, with a view to explaining and supporting the experimental optical properties and the electronic structure. The stereoselective synthesis of the corresponding diastereoisomers is optimized, thus giving good yields (62–72%) and purity of the compounds.