Diastereomeric O-beta-glucosides at the primary carbons of glycerol and erythritol have been subjected as their peracetates to enzymatic hydrolysis by PFL. Only acetyl groups of the aglycones are hydrolyzed, the diastereoselectivity being very high on the erythritol derivatives and fair on the glycerol derivatives. The chemical synthesis of (2S,3R)-1-(O-beta-D-glucopyranosyl)-butane-2,3,4-triol heptaacetate is also reported.
Enzymatic regio- and diastereoselective hydrolysis of peracetylated glycerol- and erythritol-β-glucosides
SORIENTE, Annunziata;DE ROSA, Margherita;SODANO, Guido
1995-01-01
Abstract
Diastereomeric O-beta-glucosides at the primary carbons of glycerol and erythritol have been subjected as their peracetates to enzymatic hydrolysis by PFL. Only acetyl groups of the aglycones are hydrolyzed, the diastereoselectivity being very high on the erythritol derivatives and fair on the glycerol derivatives. The chemical synthesis of (2S,3R)-1-(O-beta-D-glucopyranosyl)-butane-2,3,4-triol heptaacetate is also reported.File in questo prodotto:
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