tailieunhanh - Evaluating the enantioselective capability of a cellulose tris(3,5-dimethylphenyl carbamate)-based stationary phase towards 5,7,2'-trihydroxyflavanone

In this study, an evaluation of the enantioselective of a chiral flavanone with 2'-OH substitution (5,7,2'- trihydroxyflavanone) on ring C was studied by high performance liquid chromatography using the cellulose tris(3,5- dimethylphenyl carbamate)-based stationary phase with n-hexane and iso-propanol doped with (v/v) trifluoroacetic acid as a mobile phase. | Cite this paper Vietnam J. Chem. 2023 61 S2 149-154 Research Article DOI Evaluating the enantioselective capability of a cellulose tris 3 5-dimethylphenyl carbamate -based stationary phase towards 5 7 2 -trihydroxyflavanone Nguyen Khanh Hung1 2 Nguyen Tuan Thanh1 2 Nguyen Thi Thuy Luyen1 2 4 Nguyen Huy Du1 2 3 1 Faculty of Chemistry University of Science 227 Nguyen Van Cu Road District 5 Ho Chi Minh City 70000 Viet Nam 2 Vietnam National University of Ho Chi Minh City Vo Truong Toan Road Linh Trung Ward Thu Duc City Ho Chi Minh City 70000 Viet Nam 3 Central Laboratory of Analysis University of Science 227 Nguyen Van Cu Road District 5 Ho Chi Minh City 70000 Viet Nam 4 Faculty of Geology University of Science 227 Nguyen Van Cu Road District 5 Ho Chi Minh City 70000 Viet Nam Submitted June 6 2023 Revised July 30 2023 Accepted August 22 2023 Abstract In this study an evaluation of the enantioselective of a chiral flavanone with 2 -OH substitution 5 7 2 - trihydroxyflavanone on ring C was studied by high performance liquid chromatography using the cellulose tris 3 5- dimethylphenyl carbamate -based stationary phase with n-hexane and iso-propanol doped with v v trifluoroacetic acid as a mobile phase. Column temperature and mobile phase composition were investigated in the assessment of the chiral separation by considering the enantiomeric resolution factor R s . Also the absolute configurations of single enantiomers were determined by measuring CD spectra based on the exciton-coupling method. The results pointed out that the 2 -hydroxy group was capable of advancing the enantioselective of flavanones on the cellulose tris 3 5- dimethylphenyl carbamate -based stationary phase when the column temperature was higher than 30 oC and the mobile phase was of 10 iso-propanol doped with v v TFA in n-hexane. The absolute configuration determination showed that the enantiomer with the 2S configuration was the first eluted and consequently the .