METHYL TERMINAL-4-DEOXY-, TERMINAL-4-0-ETHYL-, AND TERMINAL-4-0-BUTYL-MALTO-OLIGOSACCHARIDES - SYNTHESIS, AND HYDROLYSIS WITH BETA-AMYLASE

Reactions of perbenzylated methyl terminal-4-hydroxymalto-oligosaccharides (1) provided routes to the title compounds. Alkylation followed by debenzylation yielded the terminal-4-O-ethyl and terminal-4-O-butyl derivatives. The terminal-4-deoxy compounds were formed from 1 by sulfonylation, displacement of the sulfonyloxy group with thiocyanate, and hydrogenolysis in the presence of Raney nickel. beta-Amylase acted on the mixture of methyl terminal-4-dioxymalto-oligosaccharides to convert it into 4-deoxymaltose, maltose, methyl maltoside, and methyl D-gluco-pyranoside. © 1969.