Synthesis of Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-1-13C and Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-3-13C as Fragment Analogues of Oxidized Cellulose Units

Title: Synthesis of Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-1-13C and Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-3-13C as Fragment Analogues of Oxidized Cellulose Units

Volume: 7 Issue: 3

Author(s): Karin Krainz, Andreas Hofinger, Thomas Dietz, Hans-Ulrich Suss, Antje Potthast and Thomas Rosenau

Affiliation:

Keywords: Cellulose, aging, yellowing, brightness reversion, isotopic labeling, 3-keto-glucose

Abstract: Model compounds of oxidized anhydroglucose units in cellulosic materials, carrying 13C isotopic labels at specific positions, have been synthesized starting from commercially available 1-13C-D-glucose (14.7%) and 3-13C-Dglucose (6.3%), respectively, over 10 linear steps. To ensure high yields, the synthetic route was optimized with non-labeled material beforehand. The labeled compounds are used in studies of chromophore formation, yellowing, brightness reversion and aging of cellulosics.

Cite this article as:

Krainz Karin, Hofinger Andreas, Dietz Thomas, Suss Hans-Ulrich, Potthast Antje and Rosenau Thomas, Synthesis of Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-1-13C and Methyl 4-O-methyl-β-D-ribo-hex-3-ulopyranoside-3-13C as Fragment Analogues of Oxidized Cellulose Units, Letters in Organic Chemistry 2010; 7 (3) . https://dx.doi.org/10.2174/157017810791112478