4627-39-8Relevant articles and documents
PREPARATION OF 1,6:3,4-DIANHYDRO-β-D-ALTROPYRANOSE AS STARTING SUBSTANCE FOR THE SYNTHESIS OF 3-SUBSTITUTED D-MANNOSE DERIVATIVES
Dolezalova, Jitka,Trnka, Tomas,Cerny, Miloslav
, p. 2415 - 2422 (2007/10/02)
Acetolysis of 1,6:3,4-dianhydro-2-O-p-toluenesulfonyl-β-D-galactopyranose (I) gave 3,4-di-O-acetyl-1,6-anhydro-2-O-p-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-O-p-toluenesulfonyl-D-glucopyranose or the corresponding acetates of α-D-glucopyranosyl bromide XIII and its 6-bromo-6-deoxy derivative XIV.