Acetic Anhydride → alpha-D-Glucopyranosyl pentaacetate
반응식
[OH:1][C@H:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7](O)[C@H:5]([OH:6])[C@H:3]1O.[C:13]([O:16][C:17](=[O:19])[CH3:18])(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:16][C@H:17]1[O:19][C@H:7]([CH2:5][O:6][C:11](=[O:12])[CH3:9])[C@@H:9]([O:10][C:2](=[O:1])[CH3:3])[C@H:11]([O:12][C:5](=[O:6])[CH3:7])[C@H:18]1[O:10][C:2](=[O:1])[CH3:3])(=[O:15])[CH3:14]참가 물질
4
실험 절차
Analogously to what is described for the synthesis of title compound 70a, the reaction of 100 g (555.0 mmol) of α-D-glucopyranose with a mixture that consists of 1000 ml of absolute pyridine and 1000 ml of acetic acid anhydride after working-up and recrystallization from 95% aqueous ethanol yields 190.6 g (88.0%) of the above-mentioned title compound as a colorless and crystalline compound. By 1H-NMR-spectroscopic study of the thus obtained title compound, it was possible to determine the a to β ratio of two possible anomers at ≧98:2. The title compound accordingly is the exclusively α-configured anomer.