Synthesis of di- and tetrasaccharide containing 6-deoxytalose from the O-antigenic polysaccharide of B. pseudomallei strain 304b

Abstract Synthesis of the disaccharide β- d -Glu p -(1→3)-6-deoxy-α- l -Tal p II , and its dimer III from the O-antigenic polysaccharide of Burkholderia pseudomallei strain 304b , were achieved through assembly of suitably synthesized building blocks, 4-methoxylphenyl 6-deoxy-2,4-di- O -benzoyl-α- l -talopyranoside ( 7 ), 3- O -allyl-2,4,6-tri- O -benzoyl-α,β- d -glucopyranosyl trichloroacetimidate ( 8 ) and 2,3,4,6-tetra- O -benzoyl-α,β- d -glucopyranosyl trichloroacetimidate ( 11 ). The total yield of III from 4-methoxylphenyl 2,3- O -isopropylidene-α- l -rhamnopyranoside ( 1 ) was 18%.