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Zusammenfassung
DL-N,N-Dimethylalanine (I) was converted into N-(DL-N,N-dimethylalanyl)-L-y-ephedrine (II). II was resolved into its diastereoisomers by a Craig countercurrent partition process using 45:5:50 0.1M citrate buffer (pH 5.98)-MeOHCHCl3. N-(L-N,N-Dimethylalanyl)-L-y-ephedrine (III) m. 97-9 Deg, [alpha ]20D 70 Deg (c 0.007, 5N HCl), and N-(D-N,N-dimethylalanyl)-L-y-ephedrine m. 83-5 Deg, [alpha ]20D ...
Zusammenfassung
DL-N,N-Dimethylalanine (I) was converted into N-(DL-N,N-dimethylalanyl)-L-y-ephedrine (II). II was resolved into its diastereoisomers by a Craig countercurrent partition process using 45:5:50 0.1M citrate buffer (pH 5.98)-MeOHCHCl3. N-(L-N,N-Dimethylalanyl)-L-y-ephedrine (III) m. 97-9 Deg, [alpha ]20D 70 Deg (c 0.007, 5N HCl), and N-(D-N,N-dimethylalanyl)-L-y-ephedrine m. 83-5 Deg, [alpha ]20D 100.2 Deg (c 0.023, 5N HCl). I (7.5 g.) was suspended in 100 ml. anhyd. tetrahydrofuran contg. 7 g. Et3N, 9 g. ClCO2Et slowly added, the mixt. stirred 5 hrs. below 0 Deg, 11 of L-(+)-y-ephedrine added, and stirring continued for 2 hrs. to give 7 g. II, b0.05 112 Deg. L-threo-3,4-Dimethyl-5-phenyloxazolidine, b12 108 Deg, was obtained as a by-product. The same procedure applied to L-N,N-dimethylalanine gave III.
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