OPTICALLY ACTIVE AZOLE DERIVATIVE AND PROCESS FOR PRODUCING THE SAME

摘要

The present invention provides a method for producing an optically active 2-phenyl-2,3,-dihydroxypropyl azole derivative, which is a useful compound in the field of medicines and agricultural chemicals, and is, in particular, a significantly important intermediate in the step of producing an optically active azole antifungal agent. The present invention also provides new intermediates in the method. An optically active alpha -hydroxycarboxylic acid derivative represented by general formula (1) is used as a starting material and is allowed to react with an azole acetic acid derivative (2) to produce a new, optically active azole-alkyl ketone derivative (3). Subsequently, a new, optically active azole-methyl alcohol derivative (5) is produced by highly diastereoselective alkylation by an appropriate combination of a protective group and an organometallic reagent (4). Furthermore, the optically active azole-methyl alcohol derivative (5) is selectively deprotected to produce an optically active 2-phenyl-2,3-dihydroxypropyl azole derivative (6). The present invention provides a method for producing a new, optically active azole-alkyl ketone derivative, and a new, optically active azole-methyl alcohol derivative. According to the present invention, an optically active 2-phenyl-2,3-dihydroxypropyl azole derivative can be produced inexpensively and stably by simple steps.