Candida cyiindracea

Lipase-catalyzed kinetic resolutions are often practical for the preparation of optically active pharmaceuticals (61). For example, suprofen [40828-46-4] (45), which is a nonsteroidal antiinflamatory drug, can be resolved by Candida cyiindracea lipase in >95% ee at 49% conversion (61). Moreover, lipase-based processes for the resolution of naproxen [22204-53-1] and ibuprofen [15687-27-1] (61) have also been developed. 

Lipase-catalyzed intermolecular condensation of diacids with diols results in a mixture of macrocyclic lactones and linear oligomers. Interestingly, the reaction temperature has a strong effect on the product distribution. The condensation of a,CO-diacids with a,(0-dialcohols catalyzed by Candida cyiindracea or Pseudomonas sp. lipases leads to macrocyclic lactones at temperatures between 55 and 75°C (91), but at lower temperatures (<45°C) the formation of oligomeric esters predominates. Optically active trimers and pentamers can be produced at room temperature by PPL or Chromobacterium viscosum lipase-catalyzed condensation of bis (2,2,2-trichloroethyl) (+)-3-methyladipate and 1,6-hexanediol (92). 

Table n.1-22. Lipase-catalyzed enantiomer- and enantiotopos-differentiating inter- and intramolecular alcoholysis of esters and lactones in organic solvents (PCL Pseudomonas cepacia lipase, PSL Pseudomonas sp. lipase, PPL pig pancreas lipase, MML Mucor miehei lipase, HLL, Humicola lanuginosa lipase, PFL Pseudomonasfluorescens lipase, CCL Candida cyiindracea lipase, CAL-B Candida antarctica B lipase, CRL Candida rugosa lipase, PRL Penicillium roquefbrti lipase, CAL-A+B Candida antarctica A+B lipase). 

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See also in sourсe #XX -- [ ]

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