Abstract
Reaction of p-substituted arylamines with dimethyl (2S,4RS)-4-bromo-N-phthaloy-1-glutamate 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-phthaloylglutmate is diastereoselective, giving the threo-isomer preferentially.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2781–2785, December, 1989.
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Nizova, I.A., Krasnov, V.P., Korotovskikh, O.V. et al. Synthesis of diastereoisomers of dimethyl 4-arylamino-N-phthaloyl-L-glutamates. Russ Chem Bull 38, 2545–2549 (1989). https://doi.org/10.1007/BF00962442
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DOI: https://doi.org/10.1007/BF00962442