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| Item type: | Article | ||||
|---|---|---|---|---|---|
| Journal or Publication Title: | Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft | ||||
| Publisher: | Verl. Chemie | ||||
| Volume: | 229 | ||||
| Number of Issue or Book Chapter: | 11 | ||||
| Page Range: | pp. 952-965 | ||||
| Date: | 1966 | ||||
| Additional Information (public): | CAN 66:49281 64 Pharmaceutical Analysis 299-42-3 Role: ANST (Analytical study) (aminoacyl derivs., sepn. by Craig partition); 90-82-4 (Pseudoephedrine, (+)-) Role: ANST (Analytical study) (aminoacyl derivs., sepn. of, by Craig partition); 2480-20-8; 2673-32-7; 7275-84-5; 14383-64-3; 14482-57-6; 14536-74-4; 14536-75-5; 14536-76-6; 14645-39-7; 14645-40-0; 14680-43-4; 14680-44-5; 14680-45-6; 14980-42-8; 14980-68-8; 14980-69-9; 14980-70-2; 14980-71-3; 14980-72-4; 14980-73-5; 14980-82-6; 14980-84-8; 14980-85-9; 14980-86-0; 15269-48-4 Role: PROC (Process) (sepn. of, by Craig partition) | ||||
| Institutions: | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger | ||||
| Identification Number: |
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| Keywords: | Partition (of aminoacylephedrines) Benzyl alcohol Role: PROC (Process) (sepn. of, by Craig partition) AMPHETAMINES SEPN PERVITAMINES SEPN EPHEDRINES SEPN | ||||
| Dewey Decimal Classification: | 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | Unknown | ||||
| Item ID: | 18149 |
Abstract
cf. CA 62, 7857h. A series of diastereomeric aminoacylephedrine compds. were sepd. in a Craig phase distribution process in a mixt. of CHCl3, MeOH, and citrate buffer soln. (vol. 10:1:9) at 20 Deg (distribution coeff., K, and sepn. factor, beta = K2/KD, given): (L-N-dimethylphenylalanyl)-L-amphetamine, 1.1, (D-N-dimethylphenylalanyl)-L-amphetamine, 0.75, 1.4; ...
Abstract
cf. CA 62, 7857h. A series of diastereomeric aminoacylephedrine compds. were sepd. in a Craig phase distribution process in a mixt. of CHCl3, MeOH, and citrate buffer soln. (vol. 10:1:9) at 20 Deg (distribution coeff., K, and sepn. factor, beta = K2/KD, given): (L-N-dimethylphenylalanyl)-L-amphetamine, 1.1, (D-N-dimethylphenylalanyl)-L-amphetamine, 0.75, 1.4; N-(L-N-dimethylphenylalanyl)-L-norephedrine, 2.5, -; (N-(L-N-dimethylphenylalanyl)-D-norephedrine, 0.7, 3.5; N-(L-N-dimethylphenylalanyl)-L-nor-y-ephedrine, 1.2, -; N-(D-N-dimethylphenylalanyl)-L-nor-y-ephedrine, 0.35, 3.4; (L-N-dimethylphenylalanyl)-L-pervitine, 4.3, -; (D-N-dimethylphenylalanyl)-L-pervitine, 4.8, 1.1; N-(D-N-dimethylphenylalanyl)-L-ephedrine, 4.0, -; N-(D-N-dimethylphenylalanyl)-L-ephedrine, 0.87, 3.1; N-(D-N-dimethylphenylalanyl)-L-y-ephedrine, 7.2, -; N-(D-N-dimethylphenylalanyl)-L-y-ephedrine, 0.95, 7.9; N-(L-N-dimethylphenylalanyl)-D-erythro-diphenylethanolamine, 0.62, -; N-(D-N-dimethylphenylalanyl)-D-erythro-diphenylethanolamine, 0.58, 1.07; N-(L-N-dimethylalanyl)-D-threo-diphenylethanolamine, 0.61, -; N-(L-N-dimethylalanyl)-L-threo-diphenylethanolamine, 0.52, 1.17; N-(L-N-dimethylphenylalanyl)-D-erythro-diphenylethanolamine, 1.4, -; N-(D-N-dimethylphenylalanyl)-D-erythro-diphenylethanolamine, 0.35, 4.0; N-(L-N-dimethylphenylalanyl)-D-threo-diphenylethanolamine, 0.9, -; N-(D-N-dimethylphenylalanyl)-D-threo-diphenylethanolamine, 0.51, 1.75. The varying behavior of these compds. is based on interactions between the amide group and the OH group which are exposed to different configurational effects at the three asym. centers of the mol.
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