ISSN:
0170-2041
Schlagwort(e):
Arabinonic acid, 5-O-glucosyl
;
Isomaltulose
;
2(5H)-Furanones, (5S)-hydroxymethyl
;
Saccharides
;
Carbohydrates
;
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
A convenient one-pot procedure, simply involving air oxidation in strongly alkaline solution, is detailed for the high-yield conversion of bulk accessible D-glucosyl-α(1→6)-D-fructose (isomaltulose, 1) into the salt of the next lower aldonic acid, i.e. glucosyl-α(1→5)-D-arabinonate (4). Being only two steps away from sucrose, 4 is capable of providing a variety of disaccharide building blocks with potential industrial application profiles: open-chain esters, amides or alditols (8-12), or - via the respective 1,4-lactone 5 and suitable elimination reactions - various enantiopure 2-(5H)-furanones (14-17) with a preparatively useful (5S)-hydroxymethyl group, O-protected with an acid-labile glucosyl residue.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/jlac.1993199301155
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