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Novel selective biocatalytic deacetylation studies on dihydropyrimidinones
Authors:Ashok K Prasad  Chandrani Mukherjee  Sunil K Singh  Raju Brahma  Rajpal Singh  Rajendra K Saxena  Carl E Olsen  Virinder S Parmar
Institution:

aBioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India

bCFEES, Brig. S.K. Mazumdar Road, Timarpur, Delhi 110 054, India

cDepartment of Microbiology, University of Delhi South Campus, New Delhi 110 067, India

dChemistry Department, Royal Veterinary and Agricultural University, DK-1871 Frederiksberg C, Copenhagen, Denmark

Abstract:Five racemic ethyl 4-(3/4-acetoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2-one-5-carboxylates have been synthesized by acetylation of corresponding hydroxy analogues, which in turn have been synthesized under microwave condition by multi-component Biginelli cyclocondensation of ethyl acetoacetate, urea and the corresponding hydroxybenzaldehydes in the presence of ferric chloride. These dihydropyrimidinones have been subjected to biocatalytic resolution using acetoxyl group on the phenyl ring as remote handle; Novozyme®-435, an immobilized lipase from Candida antarctica in THF:DIPE has been found to catalyze the deacetylation reactions in an enantioselective fashion.
Keywords:4-Phenyl-3  4-dihydropyrimidinones  Biocatalysis  Novozyme-435  Enantioselective deacetylation
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