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Understanding Chemistry and Unique NMR Characters of Novel Amide and Ester Leflunomide Analogues

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Submitted:

29 November 2017

Posted:

29 November 2017

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Abstract
A series of diverse substituted 5-methyl-isoxazole-4-carboxylic acid amides, imide and esters of the formula (I) in which the benzene ring is mono or disubstituted was prepared. Spectroscopic and conformational examination was investigated and a new insight involving steric interference and interesting downfield deviation due to additional diamagnetic anisotropic effect of the amidic carbonyl group and the methine protons in 2,6-diisopropyl-aryl derivative (2) as a conformationaly restricted analogues Leflunomide was discussed. Individual substituent electronic effects through resonance of p-substituents and most stable conformation of compound (2) are discussed.
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