Additive assisted enzymatic esterification of 1,2-diol...

C - Chemistry – Metallurgy – 12 – P

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C12P 11/00 (2006.01) C07C 309/72 (2006.01) C07C 323/66 (2006.01) C12P 41/00 (2006.01)

Patent

CA 2090183

ADDITIVE ASSISTED ENZYMATIC ESTERIFICATION OF 1,2-DIOL MONOSULFONATES ABSTRACTS A process has been developed for the enzymatic esterification of 1,2-diol monosulfonates comprising contacting an ester; a 1,2-diol monosulfonate; an enzyme derived from a microorganism or animal organ which has stereoselective activity to asymmetrically esterify said 1,2-diol monosulfonate; in the presence of a nonhydroxylic organic solvent and an amine additive of the general formula R32R4N, wherein R3 may be the same or different and is selected from hydrogen or a straight or branched C1-C20 alkyl; and R4 is a straight or branched C1-C20 alkyl; or an unsubstituted or substituted C3-C20 aryl or heteroaryl group (with said substituent selected from C1-C4 alkyl, halogen, or C1-C4 alkoxy, and said hetero atom selected from nitrogen, sulfur, or oxygen); to produce a mixture of enantiomerically enriched unreacted 1,2-diol monosulfonate and the corresponding antipodal enantiomerically enriched ester. The resulting enantiomerically enriched products are useful chemical intermediates that may be employed in the synthesis of pharmaceutical and agricultural chemicals.

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