REGIOSPECIFIC DEUTERIATION OF CHIRAL 3-ISOPROPYL-2,5-DIMETHOXY-3,6-DIHYDROPYRAZINES IN THE STEREOSPECIFIC SYNTHESIS OF ALPHA-DEUTERIATED ALPHA-AMINO-ACIDS

被引:19
作者
ROSE, JE
LEESON, PD
GANI, D
机构
[1] UNIV ST ANDREWS,DEPT CHEM,PURDIE BLDG,ST ANDREWS KY16 9ST,FIFE,SCOTLAND
[2] MERCK SHARP & DOHME LTD,NEUROSCI RES CTR,HARLOW CM20 2QR,ESSEX,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 13期
关键词
D O I
10.1039/p19920001563
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Base-catalysed deuteriation of (3R)- or (3S)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine in refluxing (CH3OH)-H-2-(H2O)-H-2 gives the [6-H-2(2)] isotopomer in excellent yield without disturbing the stereogenic centre at C-3, and thus providing convenient and efficient access to a range of (R)- and (S)-alpha-deuteriated alpha-amino acids.
引用
收藏
页码:1563 / 1565
页数:3
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