848642-13-7Relevant academic research and scientific papers
Preparation of α and β anomers of 1,2,3,6-tetra-O-acetyl-4- chloro-4-deoxy-D-galactopyranose based upon anomerization and kinetic acetylation
Liu, Feng-Wu,Zhang, Yan-Bing,Liu, Hong-Min,Song, Xiao-Ping
, p. 489 - 495 (2005)
4-Chloro-4-deoxy-α-d-galactopyranose, 1,2,3,6-tetra-O-acetyl-4- chloro-4-deoxy-α-d-galactopyranose and 1,2,3,6-tetra-O-acetyl-4-chloro-4- deoxy-β-d-galactopyranose were readily prepared from 1,4:3,6-dianhydro- β-d-fructofuranosyl 4-chloro-4-deoxy-α-d-galactopyranoside. In the study, we found an interesting anomerization phenomenon of 4-chloro-4-deoxy-d- galactose. The molar ratio of α and β anomers in solution is about 1:2 when the anomerization reaches a dynamic equilibrium, and the β anomer could completely convert to the α anomer in the process of crystallization and precipitation. The acetylation of 4-chloro-4-deoxy-d-galactopyranose is kinetically controlled, and the configuration of the starting galactose determines the configuration of the resulting acetates. The influence of the chloro group at C-4 and the O-acetyl group at the anomeric carbon on the galactopyranose ring conformations is discussed, based upon the crystallographic data for the α and β anomers of 1,2,3,6-tetra-O-acetyl-4-chloro-4- deoxy-d-galactopyranose.
4'-Halo-substituted sucrose derivatives
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, (2008/06/13)
Compounds of the general formula (I) STR1 (wherein X represents a halogen atom; R1 and R2 respectively represent a combination selected from the group consisting of: a hydroxy group and a hydrogen atom; a halogen atom and a hydrogen atom; and a hydrogen atom and a halogen atom; and R3 and R4, which may be the same or different, each represent a substituent selected from the group consisting of a halogen atom and a hydroxy group; at least one of R1, R2 and R3 representing a halogen atom) are potent sweeteners obtainable by opening a corresponding 3',4'-lyxoepoxide with a source of halide ions.
