Synthesis of methyl 4'-O-methyl-13C12-beta-D-cellobioside from 13C6-D-glucose. Part 1: reaction optimization and synthesis.
A high yielding synthetic route for methyl 4'-O-methyl-beta-D-cellobioside starting from d-glucose was established. The reaction conditions optimized with nonlabeled materials were used for the synthesis of methyl 4'-O-methyl-13C12-beta-D-cellobioside, a compound having more than 99% 13C enrichment at each of the twelve pyranose carbon atoms. The labeled compound is required to study the hydrogen bond network of cellodextrins and cellulose by CPMAS NMR experiments.
Yoneda
Yuko
Y
Department of Chemistry and Christian-Doppler Laboratory, University of Natural Resources and Applied Life Sciences Vienna (BOKU), Muthgasse 18, A-1190 Vienna, Austria.
Kawada
Toshinari
T
Rosenau
Thomas
T
Kosma
Paul
P
D002247:Carbon Isotopes; D002475:Cellobiose / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D005947:Glucose / Q000737:chemistry*; D007553:Isotope Labeling / Q000379:methods
D002247:Carbon Isotopes; C506679:methyl 4'-O-methylcellobioside; D002475:Cellobiose; D005947:Glucose