Chirale 3-Aminopropanole, 1. Mitt. Synthese der Racemate und der Enantiomere

Chiral 3-Aminopropanols, I: Syntheses of the Racemates and the Enantiomers Starting from racem. and optically active disubstituted cyanoacetates the 3-aminopropanols 5a–5d were synthesized. Reduction of the cyanoacetates in two steps was more effective then direct reduction with LiAlH₄. Firstly the nitrile group was catalytically hydrogenated to the amino group, then the ester function was reduced with LiAlH₄. The racem. and optically active 3-amino(cyclohexyl)propanols 5e and 5f were obtained by hydrogenation of 5c and 5d with Pd/C. The absolute configurations of the optically active 3-aminopropanols were deduced from those of the starting compounds.