128455-27-6Relevant academic research and scientific papers
Nucleophilic substitution of halogen in 4-halo derivatives of glutamic acid 3. High pressure effect on the stereochemical result of the reaction
Krasnov,Koroleva,Rusinov
, p. 543 - 544 (2007/10/03)
Reactions of diastereomeric dialkyl N-phthaloyl-4-haloglutamates with para-anisidine were studied at high pressure, and an additional confirmation of the exact SN2 mechanism of the reactions was obtained. Quantitative parameters of the relative reactivity of the diastereomers were found in various solvents, which made it possible to perform the desired synthesis of products of diastereomeric substitution.
SYNTHESIS OF DIASTEREOISOMERS OF DIMETHYL 4-ARYLAMINO-N-PHTHALOYL-L-GLUTAMATES
Nizova, I. A.,Krasnov, V. P.,Korotovskikh, O. V.,Alekseeva, L. V.
, p. 2545 - 2549 (2007/10/02)
Reaction of p-substituted arylamines with dimethyl (2S,4RS)-4-bromo-N-phthaloylglutamate followed by separation of the stereoisomers has given the pure dimethyl (2S)-4-arylamino-N-phthaloylglutamates.Nucleophilic replacement of the halogen in dimethyl (2S,4RS)-4-bromo-N-phtaloylglutamate is diastereoselective, giving the threo-isomer preferentially.
