ENANTIOMERICALLY PURE 3-AMINO-2-HYDROXY AND 5-AMINO-4-HYDROXY ACIDS FROM D-ISOASCORBIC ACID

被引:0
作者
MELON, D [1 ]
GRAVIERPELLETIER, C [1 ]
LEMERRER, Y [1 ]
DEPEZAY, JC [1 ]
机构
[1] UNIV PARIS 05,CHIM & BIOCHIM PHARMACOLOG & TOXICOL LAB,CNRS,URA 400,F-75270 PARIS 06,FRANCE
来源
BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE | 1992年 / 129卷 / 06期
关键词
D-ISOASCORBIC ACID; L-ASCORBIC ACID; OXAZOLIDINONE; OXAZINONE; 3-AMINO-2-HYDROXY ACIDS; 5-AMINO-4-HYDROXY ACIDS;
D O I
暂无
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The chirospecific synthesis of 3-amino-2-hydroxy aldehyde or acid units is an important issue in the context of synthetic strategies directed towards the construction of biologically relevant target molecules such as amino sugars, antibiotics, enzyme inhibitors and hydroxyethylene dipeptide isosteres. We describe here a general method for the synthesis of the enantiomerically pure stereoisomers of conveniently N, O-protected 3-amino-2-hydroxy acids and N, O-protected 5-amino-4-hydroxy acids. A key feature of this method is that any one of the stereoisomers can be selectively obtained from commercially available and inexpensive L-ascorbic or D-isoascorbic acids.
引用
收藏
页码:585 / 593
页数:9
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