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Showing papers on "Brucine published in 1973"


Journal ArticleDOI
TL;DR: In this paper, four optical isomers of γ-hydroxyglutamic acid were prepared in pure states by optical resolution of two racemic diastereoisomers through Brucine salt of N-benzyloxycarbonyl amino acid or strychnine salt, and the configurations of α- and α-asymmetric carbon atoms of these isomers were estimated from contribution to molecular rotation and character of taste exhibition.
Abstract: Four optical isomers of γ-hydroxyglutamic acid were prepared in pure states by optical resolution of two racemic diastereoisomers through brucine salt of N-benzyloxycarbonyl amino acid or strychnine salt of N-benzoyl derivative Configurations of α- and γ-asymmetric carbon atoms of these isomers were estimated from contribution to molecular rotation and character of taste exhibition These determinations were confirmed by chemical degradations to aspartic acid and malic diamide of the definite configurations Cyclization of each racemic diastereomer to either lactone or lactam was also investigated

12 citations


Journal ArticleDOI
TL;DR: Phenylmalonamic acid can be obtained in active form by treatment with cinchonidine in ethanol, chloroform, or acetone, the latter solvent yielding acid with the highest activity [α]D25 45°.
Abstract: Phenylmalonamic acid may be obtained in active form by treatment with (–)-cinchonidine- in ethanol, chloroform, or acetone, the latter solvent yielding acid with the highest activity [α]D25 45°. Cinchonine also gave optical activation but quinine and brucine did not. Phenylmalonanilic acid, was only obtained active in the form of its salt with cinchonidine. The kinetics of racemisation of phenylmalonamic acid are first order.

5 citations


Journal ArticleDOI
TL;DR: Favorable quantitation has been achieved using papaverine as the internal standard for samples containing both strychnine and brucine, and the rapidity and precision of this method represent an improvement over previous assays.

1 citations