Abstract
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.
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