213757-82-5Relevant articles and documents
Resolution and conformational analysis of diastereoisomeric esters of cis- and trans-2-(aminomethyl)-1-carboxycyclopropanes
Duke, Rujee K.,Allan, Robin D.,Chebib, Mary,Greenwood, Jeremy R.,Johnston, Graham A. R.
, p. 2533 - 2548 (1998)
(1R,2S)-, (1S,2R)-, (1R,2R)- and (1S,2S)-2-(Aminomethyl)-1- carboxycyclopropanes, conformationally restricted analogues of the neurotransmitter γ-aminobutyric acid (GABA), have been resolved by chromatographic separation of the corresponding diastereoisomeric esters which were formed between the cis- and trans-2-(acetamidomethyl)1- carboxycyclopropanes with (R)-(-)-pantolactone. 1H NMR, semi-empirical conformational analysis, ab initio (DFT) structure and NMR shielding tensor calculations of the cis-diastereoisomers allowed the absolute configuration assignments of the cis-amino acids.