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 ac...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.展开更多
t-Butyl 4’-bromomethylbiphenyl-2-carboxylate was prepared from 4’-methylbiphenyl-2-carbonitrile by hydrolysis, esterification and bromination with an overall yield of 61%。
基金Supported by the National Basic Research Priority Program(No. 2003CCA027).
文摘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.
文摘t-Butyl 4’-bromomethylbiphenyl-2-carboxylate was prepared from 4’-methylbiphenyl-2-carbonitrile by hydrolysis, esterification and bromination with an overall yield of 61%。