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

• Published in: Polish journal of chemical technology Vol. 13; no. 3; pp. 12 - 17
• Main Authors: Tasheva, Donka, Zareva, Sonya
• Format: Journal Article
• Language: English
• Published: Szczecin Versita 01.01.2011; De Gruyter Poland
• Subjects: 3-diaryl-3-arylaminopropanoic acids; optical properties; quantum chemistry; tert-butyl esters of 2
• ISSN: 1509-8117; 1899-4741
• DOI: 10.2478/v10026-011-0030-9

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