Anwendung der selektiven Amidspaltung zur Racematspaltung von Aminosäuren

Authors

  • Friedrich Stierli Organisch-chemisches Institut der Universität, Winterthurerstrasse 190, CH-8057 Zürich
  • Daniel Obrecht Organisch-chemisches Institut der Universität, Winterthurerstrasse 190, CH-8057 Zürich
  • Heinz Heimgartner Organisch-chemisches Institut der Universität, Winterthurerstrasse 190, CH-8057 Zürich

DOI:

https://doi.org/10.2533/chimia.1984.432

Abstract

A selective amide cleavage of dipeptide derivatives has been used for the resolution of N-acetylated α,α-disubstituted amino acids 3, prepared via the routes 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.

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Published

1984-12-31

Issue

Vol. 38 No. 12 (1984): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1984 Friedrich Stierli

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
F. Stierli, D. Obrecht, H. Heimgartner, Chimia 1984, 38, 432, DOI: 10.2533/chimia.1984.432.