Orion-yhtyma Oy Fermion

Pekka Kairisalo

Martti Hytonen

Olli Aaltonen

Anneli Hase

Martti Alkio

Veikko Komppa

Oskari Sundholm

Liisa Kanerva

An enzymatic method for the preparation of (2S,3S)-threo-alkyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-X-phenylthio)propio nate, where X=NO.sub.2, NH.sub.2, NHCOCH.sub.3, NHCOCF.sub.3, NHCO.sub.2 CH.sub.3, NHCO.sub.2 C(CH.sub.3).sub.3 or NHCHO and R is an alkyl group, e.g., CH.sub.3, or CH.sub.2 CH.sub.3 in an essentially anhydrous organic solvent is described. In this method a lipase which stereospecifically acylates the (2R,3R)-enantiomer of the racemic mixture is used. After enzymatic reaction, the (2S,3S)-enantiomer and the acylated (2R,3R)-compound are separated, e.g., by flash-chromatography or by fraction crystallization of the (2S,3S)-compound from the reaction mixture.

Chiral resolution of an intermediate in diltiazem synthesis using lipase

A method is provided for supplying the desired optical isomer of a derivative of epoxypropionic acid from a racemix mixture. A representative derivative of epoxypropionic acid is an ester of (p-methoxyphenyl)epoxypropionic acid. The racemic mixture initially is dissolved in carbon dioxide and the resulting solution is passed through a chromatographic column. The desired isomer is subsequently separated from the resulting eluant. In a preferred embodiment the chromatographic column is packed with microcrystallized cellulosetriacetate, cellulose-tris-(3,5-dimethylphenylcarbamate), or cellulose-tris-(p-methylphenylcarbamate).

Method for the manufacture of the derivatives of propionic acid

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Helsinki, Finland

Pekka Kairisalo