METHOD OF STEREOSELECTIVE SYNTHESIS OF HETEROBICYCLIC ALCOHOL ENANTIOMER, PURE ALCOHOL ENANTIOMER, METHOD OF SYNTHESIS OF PIPERAZINE DERIVATIVE Russian patent published in 1999 - IPC

FIELD: organic chemistry, biochemistry. SUBSTANCE: invention relates to an enzymatic method of stereoselective synthesis of heterobicyclic alcohol enantiomer and to pure enantiomer of the general formula (I) where X - oxygen, group NH, N--(C₁-C₄)-alkyl group; Y₁, Y₂ and Y₃ in each case means independently hydrogen or halogen or (C₁-C₄)-alkyl. Substituent NO₂ is bound to bicyclic ring system at 5- or 7-position and C^*--atom is located at R- or S-configuration. Compound is synthesized from its corresponding alcohol racemate by the following successive reaction stages: 1) stereoselective esterification; 2) separation of alcohol from ester obtained; 3) hydrolysis of the above mentioned ester to obtain the corresponding alcohol enantiomer, and 4) conversion of the above mentioned alcohol enantiomer to the parent racemate under basic conditions to provide its reuse. Invention relates to also pure alcohol enantiomer of the formula (I) that is used for synthesis the above mentioned enantiomer of piperazine derivative showing pharmacological activity, and also to pure enantiomeric intermediate compounds. Pure alcohol enantiomer can be easily used as a key intermediate compound for synthesis of pharmacologically active piperazine derivatives that excludes laborious separation of racemate in proposed stage of multiple synthesis. EFFECT: improved method of synthesis. 9 cl, 18 ex