A synthesis of 2-deoxy-d-arabino-hexitol and its oxidation to 5-deoxy-d-hreo-hexulose (“5-deoxy-d-fructose”) using immobilized cells of Gluconobacter oxydans

KN Tiwari, MR Dhawale, WA Szarek, GW Hay…

Index: Tiwari, Kamal N.; Dhawale, Motiram R.; Szarek, Walter A.; Hay, George W.; Kropinski, Andrew M. B. Carbohydrate Research, 1986 , vol. 156, p. 19 - 24

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Citation Number: 6

Abstract

Abstract 2-Deoxy-d-arabino-hexitol (6) was obtained by borohydride reduction of 2-deoxy-d- arabino-hexose (5). The synthesis of 5, starting from 2, 3: 4, 5-di-O-isopropylidene-d- arabinitol (1), was achieved by a one-carbon chain-elongation involving formylation of the Grignard reagent derived from 1-bromo-1-deoxy-2, 3: 4, 5-di-O-isopropylidene-d-arabinitol (2), using lithium formate, followed by hydrolytic removal of the isopropylidene groups. ...