AMINOALCOHOLS .2. PREPARATION OF ENANTIOMERICALLY PURE PHARMACOLOGICALLY ACTIVE BETA-AMINOALCOHOLS

被引:10
作者
NOE, CR
KNOLLMULLER, M
GARTNER, P
FLEISCHHACKER, W
KATIKARIDES, E
机构
[1] VIENNA TECH UNIV,INST ORGAN CHEM,A-1060 VIENNA,AUSTRIA
[2] UNIV VIENNA,INST PHARMAZEUT CHEM,A-1090 VIENNA,AUSTRIA
来源
MONATSHEFTE FUR CHEMIE | 1995年 / 126卷 / 04期
关键词
1,2-AMINO-ALCOHOLS; ENANTIOMERICALLY PURE; LITHIUM ALUMINUM HYDRIDE REDUCTION;
D O I
10.1007/BF00813211
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A synthesis of beta-aminoalcohols is described starting from racemic or enantiomerically pure alpha-hydroxynitriles which were O-protected using enantiomerically pure acetal type protective groups. Reduction with lithium aluminium hydride yielded O-protected beta-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 beta-aminoalcohols or their corresponding hydrochlorides.
引用
收藏
页码:481 / 494
页数:14
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