Stierli, Friedrich; Obrecht, Daniel; Heimgartner, Heinz (1984). Anwendung der selektiven Amidspaltung zur Racematspaltung von Aminosäuren. CHIMIA International Journal for Chemistry, 38:432-435.
A selective amide cleavage of dipeptide derivatives has been used for the resolution of N-acetylated alpha,alpha-disubstituted amino acids 3, prepared via the route in Scheme 2. Condensation of the racemic amino acids with (S)-Phe-N(CH3)2 gave the diastereomeric dipeptides 10 and 10' (Scheme 3), which were separated by flash-chromatography. Selective cleavage of the peptide bond yielded the enantiomeric amino acid derivatives 3/3' and 11/11', respectively.
A selective amide cleavage of dipeptide derivatives has been used for the resolution of N-acetylated alpha,alpha-disubstituted amino acids 3, prepared via the route in Scheme 2. Condensation of the racemic amino acids with (S)-Phe-N(CH3)2 gave the diastereomeric dipeptides 10 and 10' (Scheme 3), which were separated by flash-chromatography. Selective cleavage of the peptide bond yielded the enantiomeric amino acid derivatives 3/3' and 11/11', respectively.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Language: | German |
| Date: | 1984 |
| Deposited On: | 02 Jul 2014 14:38 |
| Last Modified: | 17 Sep 2019 16:00 |
| Publisher: | Swiss Chemical Society |
| ISSN: | 0009-4293 |
| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, Stipendienfonds der Basler Chemischen Industrie, F. Hoffmann-La Roche & Co. AG, Basel |
| OA Status: | Closed |
| Project Information: |
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Stierli, Friedrich