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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The reaction of N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's salt) with methyl 4,6-O-benzylidene-α-D-glucoside. An alternative synthesis of methyl 4,6-O-benzylidene-α-D-alloside

C Copeland and RV Stick

Australian Journal of Chemistry 35(5) 1031 - 1036
Published: 1982

Abstract

The reaction of methyl 4,6-O-benzylidene-α-D-glucoside with N-dichloromethylene-N,N-dimethyl-ammonium chloride (Viehe's salt) in the presence of a base gives a mixture of carbamates (with triethylamine) or the 2,3-carbonate mainly (with pyridine). The treatment of this carbonate with various primary and secondary amines, again to give mixtures of carbamates, and an efficient synthesis of methyl 4,6-O-benzylidene-α-D-alloside from one of the gluco carbamates, are reported.

https://doi.org/10.1071/CH9821031

© CSIRO 1982

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