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KMID : 0617220010120010017
Duksung Bulletin Phamaceutical Sciences
2001 Volume.12 No. 1 p.17 ~ p.21
Determination of Optical Rotation of Unnatural Amino Acid Derivatives by Polarimeter



Abstract
For the development of new COX-2 inhibitor, novel unnatural amino acids, key intermediates were synthesized through induction an arylsulfonyl group to 1-position, an aralkyl group to 4-position of 4-hydroxy L-proline. The 4-aralkyloxy-1-(4-tosyl)-L-prolines 5a-d were synthesized through N-tosylation, esterification, O-alkyl-(or aryl)ation, base-hydrolysis (deprotection of carboxylic acid) from 4-hydroxy-L-proline. The optical activity of unnatural amino acids were studied how the specific rotation was related with their structure. The optical rotation of unnatural amino acids were determined by polarimeter.
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