UNPRECEDENTED CHEMICAL GLYCOSIDATION OF 5-THIOGLUCOSE TO GIVE DISACCHARIDES

被引：23

作者：

MEHTA, S ^{[1
]}

PINTO, BM ^{[1
]}

机构：

[1] SIMON FRASER UNIV,DEPT CHEM,BURNABY V5A 1S6,BC,CANADA

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 50期

关键词：

D O I：

10.1016/0040-4039(93)88013-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The glycosyl trichloroacetimidate of 2,3,4,6-tetra-O-acetyl-5-thioglucopyranose when used to glycosylate selectively protected glucopyranosyl acceptors with the 2-OH and 6-OH positions free affords the 1,2-linked and the 1,6-linked disaccharides as a 3:1 and 1.5:1 alpha:beta mixture, respectively,

引用

收藏

页码：7675 / 7678

页数：4

相关论文

共 53 条

[1] SYNTHESES AND CONFORMATIONS OF 3-ACETAMIDO-3-DEOXY-5-THIO-D-XYLOSE AND 4-ACETAMIDO-4-DEOXY-5-THIO-L-LYXOSE AND SOME DERIVATIVES THEREOF [J].

ALMASOUDI, NAL .

CARBOHYDRATE RESEARCH, 1992, 228 (02) :339-346

[2] 5-THIOPYRANOSES .12. SULFUR PARTICIPATION IN DISPLACEMENT-REACTIONS OF SULFONATE ESTERS OF 5-THIO-D-ALLOSE, 5-THIO-D-ALTROSE, AND 5-THIO-D-GLUCOSE DERIVATIVES [J].

ALMASOUDI, NAL ;

HUGHES, NA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (09) :2061-2067

[3] EQUILIBRIA BETWEEN PYRANOSES AND FURANOSES .2. ALDOSES [J].

ANGYAL, SJ ;

PICKLES, VA .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (08) :1695-&

[4] 1,2-ORTHOACETATE INTERMEDIATES IN SILVER TRIFLUOROMETHANESULFONATE PROMOTED KOENIGS-KNORR SYNTHESIS OF DISACCHARIDE GLYCOSIDES [J].

BANOUB, J ;

BUNDLE, DR .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (16) :2091-2097

[5]

BRAUN S, 1977, TETRAHEDRON, V33, P3217

[6] ACTION OF 5-THIO-D-GLUCOSE AND ITS 1-PHOSPHATE WITH HEXOKINASE AND PHOSPHOGLUCOMUTASE [J].

CHEN, M ;

WHISTLER, RL .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1975, 169 (02) :392-396

[7] ALTERNATE SYNTHESIS OF 5-THIO-D-GLUCOSE PENTAACETATE [J].

CHIU, CW ;

WHISTLER, RL .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (04) :832-834

[8] A NOVEL SYNTHESIS OF 5-THIO-D-GLUCOSE [J].

DRIGUEZ, H ;

HENRISSAT, B .

TETRAHEDRON LETTERS, 1981, 22 (50) :5061-5062

[9] CONFORMATIONAL-ANALYSIS .42. MONOSUBSTITUTED TETRAHYDROPYRANS [J].

ELIEL, EL ;

HARGRAVE, KD ;

PIETRUSIEWICZ, KM ;

MANOHARAN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (13) :3635-3643

[10]

ELRAHMAN M, 1973, ORG PREP PROCED INT, V5, P245

← 1 2 3 4 5 6 →