SYNTHESIS OF (1-C-13)-1-DEOXYNOJIRIMYCIN

被引:10
作者
BERGER, A [1 ]
EBNER, M [1 ]
STUTZ, AE [1 ]
机构
[1] GRAZ TECH UNIV, INST ORGAN CHEM, A-8010 GRAZ, AUSTRIA
关键词
D O I
10.1016/0040-4039(95)00959-G
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(1-C-13)-1-Deoxynojirimycin was synthesised from easily available 5-azido-5-deoxy-1 ,2-O-isopropylidene-alpha-D-glucofuranose via a one-carbon chain shortening/chain C-13-enriched potassium cyanide.
引用
收藏
页码:4989 / 4990
页数:2
相关论文
共 9 条
[1]   SIMPLE SYNTHESIS OF 1,5-DIDEOXY-1,5-IMINO-D-GLUCITOL(1-DEOXYNOJIRIMYCIN) AND 1,6-DIDEOXY-1,6-IMINO-D-GLUCITOL FROM D-GLUCOFURANURONO-6,3-LACTONE [J].
DAX, K ;
GAIGG, B ;
GRASSBERGER, V ;
KOLBLINGER, B ;
STUTZ, AE .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (04) :479-499
[2]   (C-13)-SUBSTITUTED SUCROSE - C-13-H-1 AND C-13-C-13 SPIN COUPLING-CONSTANTS TO ASSESS FURANOSE RING AND GLYCOSIDIC BOND CONFORMATIONS IN AQUEOUS-SOLUTION [J].
DUKER, JM ;
SERIANNI, AS .
CARBOHYDRATE RESEARCH, 1993, 249 (02) :281-303
[3]   NMR-STUDIES OF [U-C-13]CYCLOSPORIN-A BOUND TO CYCLOPHILIN - BOUND CONFORMATION AND PORTIONS OF CYCLOSPORINE INVOLVED IN BINDING [J].
FESIK, SW ;
GAMPE, RT ;
EATON, HL ;
GEMMECKER, G ;
OLEJNICZAK, ET ;
NERI, P ;
HOLZMAN, TF ;
EGAN, DA ;
EDALJI, R ;
SIMMER, R ;
HELFRICH, R ;
HOCHLOWSKI, J ;
JACKSON, M .
BIOCHEMISTRY, 1991, 30 (26) :6574-6583
[4]  
Franot C, 1993, Bioorg Med Chem, V1, P389, DOI 10.1016/S0968-0896(00)82146-X
[5]   GLYCOSIDE HYDROLASES - MECHANISTIC INFORMATION FROM STUDIES WITH REVERSIBLE AND IRREVERSIBLE INHIBITORS [J].
LEGLER, G .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1990, 48 :319-384
[6]   C-13-H-1 SPIN-COUPLING CONSTANTS IN CARBOHYDRATES - MAGNITUDE AND SIGN DETERMINATIONS VIA 2D NMR METHODS [J].
SERIANNI, AS ;
PODLASEK, CA .
CARBOHYDRATE RESEARCH, 1994, 259 (02) :277-282
[7]   STABLE ISOTOPICALLY-ENRICHED D-GLUCOSE - STRATEGIES TO INTRODUCE CARBON, HYDROGEN AND OXYGEN ISOTOPES AT VARIOUS SITES [J].
SERIANNI, AS ;
VUORINEN, T ;
BONDO, PB .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1990, 9 (05) :513-541
[8]   TWO-DIMENSIONAL NMR STRATEGIES FOR CARBON CARBON CORRELATIONS AND SEQUENCE-SPECIFIC ASSIGNMENTS IN C-13 LABELED PROTEINS [J].
WESTLER, WM ;
KAINOSHO, M ;
NAGAO, H ;
TOMONAGA, N ;
MARKLEY, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :4093-4095
[9]   ISOTOPE-EDITED 1D AND 2D NMR-SPECTROSCOPY OF C-13-SUBSTITUTED CARBOHYDRATES [J].
WU, J ;
SERIANNI, AS .
CARBOHYDRATE RESEARCH, 1992, 226 (02) :209-219