613664-61-2Relevant academic research and scientific papers
Synthesis of hexasaccharide fragments of pectin
Clausen, Mads H.,Madsen, Robert
, p. 3821 - 3832 (2007/10/03)
Abstract: Short syntheses of partially methyl-esterified hexagalacturonates 1-5 are described as part of the development of strategies for the preparation of larger pectic oligosaccharides. The methodology is based on the repeated coupling of galactose mo
A strategy for chemical synthesis of selectively methyl-esterified oligomers of galacturonic acid
Clausen, Mads H.,Jorgensen, Malene R.,Thorsen, Jesper,Madsen, Robert
, p. 543 - 551 (2007/10/03)
The synthesis of monomethyl-esterified trigalacturonans 1-3 is described as part of a general strategy towards pectic oligosaccharides. The necessary monomeric building blocks were all prepared on a large scale from galactose pentaacetate. The glycosylations were carried out between galactose glycosyl donors and acceptors using the n-pentenyl glycosylation technique. Yields of the desired α-anomers were in the 50 to 74% range. The trigalactans thus obtained were then subjected to oxidation at C-6. Depending on the protecting group at this position the oxidation either produced the carboxylic acid or the corresponding methyl ester. Hereby, oligomers of galacturonic acid can be prepared with methyl esters introduced in a regiocontrolled fashion.
