Reference

Preparation of ibuprofen enantiomer

Preparation of ibuprofen enantiomer. Jung, Yong Jin (Kuk Jeon Pharm.; Suzhou No. 4 Pharmaceutical Factory, S. Korea). Repub. Korean Kongkae Taeho Kongbo KR 2003002955 A 9 Jan 2003, No pp. given (Korean). (Korea, Republic Of). CODEN: KRXXA7. CLASS: ICM: C07C067-48. APPLICATION: KR 2001-39552 3 Jul 2001. DOCUMENT TYPE: Patent CA Section: 25 (Benzene, Its Derivatives, and Condensed Benzenoid Compounds) Provided is a method for prepg. pure (+)-(S)-enantiomer of Ibuprofen from the racemic mixt., which is harmless to the human and economical. The (+)-(S)-enantiomer has activity as anti-inflammatory agent while (-)-(R)-isomer is inactive. The prepn. method comprises: a step of adding N-octyl-D-glucamine to the mixed polar solvent of ethanol and 1-5% of water in which Ibuprofen is dissolved in a mole ratio of 0.9:1 - 0.(based on the mole of the wanted enantiomer in Ibuprofen) to obtain N-octyl-D-glucamine salt of Ibuprofen with the wanted enantiomer structure and sepg.; a step of hydrolyzing N-octyl-D-glucamine from N-octyl-D-glucamine salt by adding NaOH soln. and sepg.; a step of adding HCl to the remaining soln. with no N-octyl-D-glucamine and extg. the org. layer from it by using n-heptane, and the final step of filtering the ext.Except for chemicals metioned above, 15687-27-1 and 23323-37-7 are also used. and drying to obtain the wanted enantiomer. .