Aminoalcohols II: Preparation of Enantiomerically Pure Pharmacologically Active β-Aminoalcohols

Article abstract of DOI:10.1007/BF00813211

A synthesis of β-aminoalcohols is described starting from racemic or enantiomerically pure α-hydroxynitriles which were O-protected using enantiomerically pure acetal type protective groups.Reduction with lithium aluminium hydride yielded O-protected β-aminoalcohols.Whenever diastereomeric O-protected cyanohydrins could not be separated, the mixture was reduced and the resulting O-protected aminoalcohols were separated.Removal of the protective group using hydrogen chloride and methanol yielded enantiomerically pure β-aminoalcohols or their corresponding hydrochlorides. - Keywords: 1,2-Amino-alcohols, enantiomerically pure; Lithium aluminium hydride reduction