PDF herunterladen
Synlett 2000; 2000(12): 1741-1744
DOI: 10.1055/s-2000-8679
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of trans-(2-Aminocyclopropyl)alanine - A Key Constituent of the Novel Antitumor Antibiotic Belactosin A

Melanie Brandl* , Sergei I. Kozhushkov, Karin Loscha, Olga V. Kokoreva, Dimitrii S. Yufit, Judith A. K. Howard, Armin de Meijere
  • *Institut für Organische Chemie der Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany; E-mail: Armin-deMeijere@chemie.uni-goettingen.de
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

Racemic 3-(trans-2-aminocyclopropyl)alanine was prepared in its 3,3-dideuterio-labelled form 3b from tert-butyl 2,3-dibromopropanoate 4 and nitromethane through a nine-step sequence in 8% overall yield. The newly developed access to enantiomerically pure (trans-2-nitrocyclopropyl)methanol (S,S)-6a also constitutes a formal synthesis of enantiomerically pure 3-(trans-2-aminocyclopropyl)alanine (S,S,S)-3a, a key intermediate for the total synthesis of the novel antitumor antibiotic belactosin A.

amino acids - amino alcohols - antitumor agents - cyclopropanes - enantiomeric resolution