Original scientific paper

Glucuronic Esters. U. The Preparation of Anomeric Methyl 2,3,4-tri-O-acetyl-1-0-acyl-D-glucopyranuronates. Deacylation of D-Glucuronic Acid Derivatives in Alkaline Medium

N. Pravdić ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
D. Keglević ; Tracer Laboratory, Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia

Abstract

The a- and P-anomers of methyl 2,3,4-tri-O-acetyl-1-0-acyl-
D- glucopyranuronates were prepared by the silver salt method,
by fractional crystallization, and/or by P-+ a anomerization. It was
established that the acid-catalyzed anomerization is specific
for the anomeric centre. By applying Hudson's rules of isorotation,
the A and B values for some methyl 2,3,4-tri-O-acetyl-1-0-acyl-
n-glucopyranuronates were calculated.
Alkaline hydrolysis of acetylated D-glucopyranuronates
showed that the splitting of the ester bond at C-1 always occurs
before the complete deacetylation takes place,

Keywords

Hrčak ID:

208311

URI

https://hrcak.srce.hr/208311

Publication date:

30.9.1964.

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