SYNTHESIS OF 3.3.5-TRIMETHYLCYCLOHEXANOL ESTERS

For search of new cerebral vasodilator, (±) -2-hydroxyl-phenylacetic acid (mandelic acid) was resolved with D(-)-2-aminobutanol into enantiomers, from which optical isomers (Ⅵ ,Ⅶ) of cyclandelate were prepared respectively by esterification with cis-3.3.5—trimethylcyclohexanol. The following esters were also prepared; the corresponding nicotinate hydrochlorides (Ⅶ, IX) and 2- (p-chloropheaoxyl) 2-methyl-propionate( X , Ⅺ), 2-(p-chlorophenoxy) 2-methylpropionate (Ⅲ), propionate(IV) and 2—methylpropionate ( V ) of cyclandelate, the 3.4-dimethoxybenzoate (ⅩⅢ,ⅪⅤ) and 3. 4. 5—trimethoxybenzoate (ⅩⅤ,ⅩⅥ) of cis and trans isomers of 3.3.5-trimethylcyclohexanol.