Tetrahedron p. 7917 - 7928 (1997)
Update date:2022-08-03
Topics:
Achmatowicz, Osman
Malinowska, Iwona
Szechner, Barbara
Maurin, Jan K.
Using (R)- or (S)-1-phenylethylamine as a resolving agent, (R)- and (S)-4-cyano-4-(4-nitrophenyl)hexanoic acids have been isolated. Cyclization of each enantiomer, followed by reduction of the nitro group, afforded (R)- and (S)-aminoglutethimide of high (>99% ee enantiomeric purity, respectively. The absolute configuration of (R)-(+)-3-(4-nitrophenyl)-3-ethylpiperidine-2,6-dione was solved by X-ray single crystal analysis thus establishing the (R)-configuration of the dextrorotatory aminoglutethimide. Attempted resolution of the other precursor of aminoglutethimide, 4-cyano-2-ethyl-(4-nitrophenyl)butanoic acid with (S)-1-phenylethylamine led to the formation of the double salt. Its crystal structure was elucidated by X-ray crystallographic analysis.
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Doi:10.1016/S0040-4039(00)92506-1
(1992)Doi:10.1016/S0040-4039(00)77685-4
(1992)Doi:10.1016/S0957-4166(97)00236-X
(1997)Doi:10.1021/jo9711145
(1998)Doi:10.1021/ja00824a080
(1974)Doi:10.1002/jccs.199700043
(1997)