AMINOALCOHOLS .2. PREPARATION OF ENANTIOM ERICALLY PURE PHARMACOLOGICALLY ACTIVE BETA-AMINOALCOHOLS

Citation
Cr. Noe et al., AMINOALCOHOLS .2. PREPARATION OF ENANTIOM ERICALLY PURE PHARMACOLOGICALLY ACTIVE BETA-AMINOALCOHOLS, Monatshefte fuer Chemie, 126(4), 1995, pp. 481-494
Citations number
34
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00269247
Volume
126
Issue
4
Year of publication
1995
Pages
481 - 494
Database
ISI
SICI code
0026-9247(1995)126:4<481:A.POEE>2.0.ZU;2-O
Abstract
A synthesis of beta-aminoalcohols is described starting from racemic o r enantiomerically pure alpha-hydroxynitriles which were O-protected u sing enantiomerically pure acetal type protective groups. Reduction wi th lithium aluminium hydride yielded O-protected beta-aminoalcohols. W henever 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 chlorid e and methanol yielded enantiomerically pure beta-aminoalcohols or the ir corresponding hydrochlorides.