POTENTIAL HEXOKINASE INHIBITORS - SYNTHESIS AND PROPERTIES OF 2,3-ANHYDRO-D-ALLOSE, 2,3-ANHYDRO-D-RIBOSE, AND 2-O-METHYLSULFONYL-D-MANNOSE

被引：20

作者：

BUCHANAN, JG ^{[1
]}

CLODE, DM ^{[1
]}

VETHAVIYASAR, N ^{[1
]}

机构：

[1] HERIOT WATT UNIV, DEPT CHEM, EDINBURGH EH14 4AS, SCOTLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1976年 / 13期

关键词：

D O I：

10.1039/p19760001449

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrogenolysis of benzyl 2,3-anhydro-.alpha.-D-allopyranoside in tetrahydrofuran over Pd-charcoal afforded crystalline 2,3-anhydro-.alpha.-D-allopyranose. When dissolved in water this sugar underwent rapid mutarotation to give an equilibrium mixture containing mainly the .alpha.-pyranose (41%) and the .beta.-furanose (42%), together with the .beta.-pyranose and the .alpha.-furanose (5 and 12%). 2,3-Anhydro-D-ribose, as an equilibrium mixture, was prepared by hydrogenolysis of benzyl 2,3-anhydro-.alpha.-D-ribopyranoside. 2-O-Methylsulphonyl-.alpha.-D-mannopyranose was prepared and gave 1,6-anhydro-.beta.-D-glucopyranose with base. Activity was tested using yeast hexokinase.

引用

页码：1449 / 1453

页数：5

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