To obtain new intermediate carboxylic acids useful as intermediates for synthesizing an ACAT inhibitor and an antilipidimic agent comprising respectively specific carboxylic acids.
The new carboxylic acids are compounds of formula I (R1 is a 2-12C alkyl; R2a, R2b and R2d are each H or the like; R2c and R2e are each a 1-4C alkoxy or the like; R3 is H or the like), e.g. methyl (Z)-3-(2,4- dimethoxyphenyl)oct-2-enoate. The compound of formula I is obtained by reacting a lactone compound of formula II with 3-10 equiv. (1-4C) alkyl halide (e.g. methyl iodide, or the like) in an inert solvent (e.g. N,N-dimethylformamide, or the like) in the presence of 1-10 equiv. base (e.g. barium hydroxide, etc.) pref. at 10-40°C for 2-30 h. to produce an ester compound of cis form of formula III and then by reacting the compound of formula III with 1-10 equiv. base (e.g. sodium hydroxide, or the like) in the presence of a water-containing inert solvent (e.g. methanol, or the like) pref. at 30-100°C for 30 min.-5 h. to hydrolyze the compound of formula III.
TAKEBAYASHI TOYONORI
TOMORI HIROSHI
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