Abstract
Biomass is an important resource that has been focused on as one of alternatives for petroleum.
An efficient method was devised to synthesize 2, 5-disubstituted furan compounds such as 5-chloromethyl-2-furaldehyde (CFAL) and 5-methyl-2-furaldehyde (MFAL), potent intermediates of synthetic pyrethroid using saccharides, one of biomass.
A high yield was achieved by dehydrating saccharides with hydrochloric acid either in a mixture containing water, organic solvent and a catalytic amount of a surface-active agent or in the presence of magnesium halide.
The isolation and structural determination of diketohexose dianhydrides, produced during the early stage of the reaction, were also depicted along the line.
Making use of a deoxyhalogeno-aldohexopyranose of saccharide chemistry, a simple but interesting biological active 'Indole glycoside' of a new concept, showing novel anti-tumor and immune activity, was successfully afforded.