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Paper | Regular issue | Vol 36, No. 9, 1993, pp.2019-2034
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6378
Regioselective Enzyme-catalyzed Synthesis of Pyrazole-containing Podands

Marta Flerros, María Isabel Rodríguez-Franco, Pilar Navarro, and Santiago Conde*

*Instituto de Química Médica, C. S. I. C., Calle Juan de Cierva, 3, 28006 Madrid, Spain


Initial results are described about a new synthesis of a family of the acylic cation-complexing compounds named podands containing a pyrazole moiety as a part of the molecule. This synthesis was carried out by lipase-catalyzed transesterification of the corresponding pyrazole-3,5-dicarbethoxy derivative with di- and triethyleneglycol monomethylether; it afforded good yields and a high degree of regioselectivity in N-substituted pyrazoles where 3 and 5 positions are not equivalents. As an initial approach, a simpler model of transesterification with n-octanol was studied.