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KMID : 0617220000110010023
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Duksung Bulletin Phamaceutical Sciences
2000 Volume.11 No. 1 p.23 ~ p.27
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Synthesis of Novel 1,2-Substituted Pyrrolidine Derivatives for COX-2 Inhibitors
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Abstract
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For the development of new COX-2 inhibitor, novel compounds were synthesized through induction an arylsulfony group to 1-position, an arylcarboxamidyl group to 2-position and an aralkyl group to 4-position of L-proline. The 4-aralkyloxy-1-(4-methylphenylsulfonyl)-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. Final 4-aralkyloxy-1-(4-methylphenylsulfonyl)-2-phenylcarboxamidyl-L-prolines 6a-d were synthesized through the condensation of aniline with 5a-d using DCC.
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