Abstract

Racemic 2- n -butylbutanedioic acid 4- t -butyl esters were synthesized from methyl hexanoate and t -butyl α-iodoacetate via alkylation and subsequently selective hydrolyzation. The ( R )-and ( S )-2- n -butylbutanedioic acid 4- t -butyl esters were obtained by the resolution of the above-mentioned racemic compounds with ( S )-(-) or ( R )-(+)-α-methylbenzylamine, respectively. The e.e. values of the two optical active products were determined to be above 99% by HPLC after the formation of two pairs of diastereoisomers with ( R )-(+)-α-methylbenzylamine and ( S )-phenylalanine methyl ester.

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