SYNTHESIS OF DIASTEREOISOMERS OF DIMETHYL 4-ARYLAMINO-N-PHTHALOYL-L-GLUTAMATES

Article abstract of DOI:10.1007/BF00962442

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.