Method of producing (S)-cyanohydrins
AssigneeDegussa AG
InventorsFranz Effenberger, Harald Wajant, Siegfried Forster, Jurgen Roos
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AssigneeDegussa AG
InventorsFranz Effenberger, Harald Wajant, Siegfried Forster, Jurgen Roos
Estimating the term…
A method for producing (S)-cyanohydrins of general formula ##STR1## in which R and R' independently represent (1) hydrogen; (2) a substituted or unsubstituted saturated alkyl group which may include amine, imine, hydroxy, C.sub.1 -C.sub.8 -alkoxy, halogen, carboxyl, C.sub.3 -C.sub.20 -cycloalkyl groups and/or a N,O,S-heteroatom-substituted aromatic ring as substituent; (3) a substituted or unsubstituted, singly or multiply unsaturated alkenyl- or alkinyl group which may include one or several amine, imine, hydroxy, C.sub.1 -C.sub.8 -alkoxy, halogen, carboxyl, C.sub.3 -C.sub.20 -cycloalkyl groups and/or one optionally N,O,S-heteroatom-substituted aromatic ring as substituents; (4) a substituted or unsubstituted aromatic or heteroaromatic group. The method includes an enzyme-catalyzed conversion of carbonyl compounds of general formula II ##STR2## with hydrogen cyanide or a substance supplying hydrogen cyanide or CN- for the conversion in the presence of an amount of an immobilized (S)-oxynitrilase which catalyzes the conversion. The use of nitrocellulose as carrier for the immobilized (S)-oxynitrilase results in a distinct increase of the yield of (S)-cyanohydrin and of the enantiomeric excess compared to the traditional cellulose carrier material.
A method of producing (S)-cyanohydrins of formula I ##STR13## wherein the groups R and R' signify, independently of one another:
The method according to claim 6, wherein the charging of the nitrocellulose is carried out at a pH in a range of approximately 3-6.
Dependencies are inferred from the claim text.