Preparation of 1, 6: 3, 4-dianhydro-β-D-altropyranose as starting substance for the synthesis of 3-substituted D-mannose derivatives

J Doležalová, T Trnka, M Černý

文献索引：Dolezalova, Jitka; Trnka, Tomas; Cerny, Miloslav Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 9 p. 2415 - 2422

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被引用次数: 22

摘要

Abstract Acetolysis of 1, 6: 3, 4-dianhydro-2-Op-toluenesulfonyl-β-D-galactopyranose (I) gave 3, 4-di-O-acetyl-1, 6-anhydro-2-Op-toluenesulfonyl-β-D-glucopyranose (II) which was converted with sodium methoxide to 1, 6: 3, 4-dianhydro-β-D-altropyranose (X). The 1, 6- anhydride bond in diacetate II was cleaved with acetic anhydride or hydrogen bromide in acetic acid under formation of a mixture of anomeric tetraacetates of 2-Op-toluenesulfonyl- ...