Preparation of 6,6,1',1',6',6'-hexadeutero sucrose |
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Authors: | Gouy Marie-Hélène Danel Mathieu Gayral Maud Bouchu Alain Queneau Yves |
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Affiliation: | Institut de Chimie et de Biochimie Moléculaires et Supramoléculaires, UMR 5246, CNRS; Université de Lyon; Université Lyon 1; INSA-Lyon; CPE-Lyon; Laboratoire de Chimie Organique, INSA-Lyon, Bat. Jules Verne, 20 Avenue Albert Einstein, Villeurbanne, France. |
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Abstract: | The preparation of 6,6,1',1',6',6'-hexadeutero sucrose is reported. The synthesis is based on a triple oxidation of a protected sucrose 6,1',6'-triol to the corresponding 6,1',6'-tricarboxylic acid or ester, followed by reduction with lithium aluminium deuteride. This triple oxidation could be achieved either using cat. TEMPO-NaOCl (to the acid) or PDC-Ac(2)O-t-BuOH (to the t-butyl carboxylic ester). |
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Keywords: | Sucrose Deuteration Isotope Oxidation Uronic acids Labelled compounds TEMPO |
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