SELECTIVE C-6 HALOGENATION OF 2-AMINO-2-DEOXY-D-GLYCOPYRANOSES

被引:6
作者
BELKHOUYA, N [1 ]
FRECHOU, C [1 ]
BENAZZA, M [1 ]
BEAUPERE, D [1 ]
UZAN, R [1 ]
DEMAILLY, G [1 ]
机构
[1] FAC SCI AMIENS,CHIM ORGAN LAB,33 RUE ST LEU,F-80039 AMIENS,FRANCE
关键词
N-PROTECTED OSAMINES; HALOGENATION; REGIOSELECTIVITY ON C-6; TRIPHENYLPHOSPHINE CARBONE TETRAHALIDE PYRIDINE SYSTEM; 2-AMINO-2,6-DIDEOXY-6-HALOGENO-D-GLYCOPYRANOSES;
D O I
10.1016/0040-4039(91)80604-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-protected 2-amino-2-deoxy-D-glycopyranoses can be selectively halogenated on C-6 by treatment with triphenylphosphine-carbonate tetrahalide-pyridine.
引用
收藏
页码:3977 / 3980
页数:4
相关论文
共 21 条
[1]  
Barnett J E, 1967, Adv Carbohydr Chem Biochem, V22, P177
[2]   SELECTIVE HALOGENATION OF L-SORBOSE DERIVATIVES [J].
BEAUPERE, D ;
BELKHOUYA, N ;
MORIN, C ;
UZAN, R ;
DEMAILLY, G .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (01) :159-164
[3]  
BENAZZA M, IN PRESS CARBOHYDR R
[4]   PHOTOLYSIS OF DEOXYIODO SUGARS [J].
BINKLEY, RW ;
HEHEMANN, DG .
CARBOHYDRATE RESEARCH, 1979, 74 (SEP) :337-340
[5]   COMPARATIVE EFFECTS OF THE SUBSTANCE-SWEETENERS GLUCOSE, SORBITOL, SUCROSE, XYLITOL AND TRICHLOROSUCROSE ON LOWERING OF PH BY 2 ORAL STREPTOCOCCUS-MUTANS STRAINS INVITRO [J].
DRUCKER, DB ;
VERRAN, J .
ARCHIVES OF ORAL BIOLOGY, 1979, 24 (12) :965-970
[6]   STRUCTURAL FUNCTIONS OF TASTE IN THE SUGAR SERIES - FUNCTION OF THE GAMMA-ATTRIBUTE IN THE SWEET GLYCOPHORE [J].
DZIEDZIC, SZ ;
BIRCH, GG .
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 1981, 32 (03) :283-287
[7]   REACTION OF CARBOHYDRATES WITH METHYLSULFONYL CHLORIDE IN N,N-DIMETHYLFORMAMIDE . PREPARATION OF SOME METHYL 6-CHLORO-6-DEOXYGLYCOSIDES [J].
EVANS, ME ;
LONG, L ;
PARRISH, FW .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (03) :1074-&
[8]  
FORD WCL, 1982, PROGR MALE CONTRACEP, P159
[9]   FORMYLATION OF PRIMARY HYDROXYL-GROUPS IN SUGARS [J].
GAN, LX ;
WHISTLER, RL .
CARBOHYDRATE RESEARCH, 1990, 206 (01) :65-69
[10]  
GAREGG PJ, 1984, SYNTHESIS-STUTTGART, P168