METHOD OF SYNTHESIS OF OPTICALLY ACTIVE (2S)- OR (2R)-ENDO-BICYCLO-[2,2,1]-HEPTANE-2-OL, METHOD OF SYNTHESIS OF 5-(3-[(2R)-EXO-BICYCLO-[2,2,1]-HEPT-2-YLOXY]-4-METHOXYPHENYL)- -3,4,5,6-TETRAHYDROPYRIMIDINE-2(1H)-ONE Russian patent published in 1998 - IPC

FIELD: organic chemistry, biotechnology. SUBSTANCE: optically active (2S)-endo-bicyclo-[2.2.1] -heptane-2-ol or (2R)-endo-bicyclo-[2.2.1]-heptane-2-ol are obtained by transesterification of racemic endo-bicyclo-[2.2.1] -heptane-2-ol and 2,2,2-trichloroethylbutyrate in inert anhydrous organic solvent in the presence of mammalian pancreatic lipase. 5-(3-[(2R)-Exo-bicyclo-[2.2.1] -hept-2-yloxy]-4-methoxyphenyl- -3,4,5,6-tetrahydropyrimidine-2(1H)-one is synthesized by interaction of (2S)-endo-bicyclo-[2.2.1]-heptane-2-ol with at least one mole-equivalent of 3-hydroxy-4-methoxybenzaldehyde in the presence of one mole-equivalent of each of the following substances: triphenylphosphine and diethyldicarboxylate in reaction inert solvent at 50-100 C. Formed 3-[(2R)-exo-bicyclo-[2.2.1]-hept-2-yloxy]-4-methoxybenz- -aldehyde is treated with two mole-equivalent of cyanoacetic acid in pyridine in the presence of catalytic amount of piperidine. Formed 3-(3-[(2R)-exo-bicyclo-[2.2.1] -hept-2-yloxy] -4-methoxyphenyl- -pentadinitrile is subjected for hydration followed by cyclization of the formed 3-(3-[(2R)-exo-bicyclo-[2.2.1]-hept-2-yloxy]-4-methoxyphenyl)- -glutaramide in the presence of lead tetraacetate molar excess in pyridine. EFFECT: improved method of synthesis. 11 cl