121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-479
Subject Highly Enantioselective and Practical Resolution of Underivatized Amino Acids by Liquid-Liquid Extraction Using a tert-Butyl Ketone-based Binol
Authors HAOFEI HUANG, kwan mook kim1,*
Nano chemistry, Ewha Womans University, China
1Department of Chemistry, Ewha Womans University, Korea
Abstract Using a novel synthesized t-butyl ketone (s)-3 in the enantioselective liquid-liquid extraction process allowed the seperation of D-amino acids from enantiomers in enantiomeric excess of 99% and 90%~98% yields. Compared with other ketone-derivatives, such as mehtyl, ethyl and iso-propyl ketones, (s)-3 showed much higher reaction speed, yield and enantioselectivity in the imine formation with amino acids. Calculations for the energy-minimized structures and NMR analysis indicated that the tert-butyl moiety played an outstanding role in the stability of imine and the resolution. Moreover, facilitated by the fast and easy hydrolysis of imine, (s)-3 could be very suitable in continuous extraction procedure.
E-mail 1982hhf@163.com