METHOD OF PREPARING OPTICALLY ACTIVE 4-HYDROXY-3-METHYL-2-(2-PROPYNYL)-2-CYCLOPENTENOLONE AND INTERMEDIATES THEREFOR AND THE COMPOUNDS THUS OBTAINED

摘要

The present invention relates to a method for producing an optically active (+)-(s)-4-hydroxy-3-methyl-2-2'-propynyl-2-cyclopentenone which comprises reacting (+/-)-4-hydroxy-3-methyl-2-2'-propynyl-2-cyclopentenone acid phthalate of the formula (II), (II) with an optically active (+)- alpha -phenyl- beta -p-tolylethylamine to produce diastereomer salts, separating an optically active (-)-4-hydroxy-3-methyl-2-2'-propynyl-2-cyclopentenone acid phthalate by making use of a solubility difference between the diastereomer salts, and then hydrolyzing said optically active acid phthalate in water or a solvent containing water in the presence or absence of a base below the small excess of the stoichiometric amount, and novel (+/-)-4-hydroxy-3-methyl-2-2'-propynyl-2-cyclopentenone acid phthalate and its production.