Lipase catalysed acylation of hydroxylamine and hydrazine derivatives

The lipase catalysed acylation of hydroxylamine-and hydrazine as well as th eir derivatives by octanoic acid is very efficient. Cross-linked crystals o f Candida rugosa Lipase (ChiroCLEC-CR) mediated the conversion of racemic i buprofen into (S)-ibuproxam. A number of lipases also catalysed the condens ation of hydrazine with an excess of octanoic acid giving N,N'-dioctanoylhy drazine. The hydrazide of 2-(4-isobutylphenyl)propanoic acid (ibuprofen), p repared by non-enzymatic reaction of ibuprofen methyl ester with hydrazine, acted as nucleophile towards several lipases that do not accept ibuprofen derivatives as acyl donor. (C) 2001 Elsevier Science B.V. All rights reserv ed.