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- W2014123293 abstract "Reaction of methyl 2,6-anhydro-2,3-dideoxy-d-manno-2-octenoate 1 with 3-chloroperoxybenzoic acid gave the 2,3-anhydro derivative 2, which was converted into the per-O-acetylated anomeric methyl glycosides of d-glycero-d-galacto-2-octulopyranosylonic acid in good yield. Subsequent inversion of the configuration at C-3 and deprotection afforded sodium (methyl β-d-glycero-d-talo-2-octulopyranosid)onate. Alternatively, 2 was transformed into methyl (α-d-glycero-d-talo-2-octulopyranosyl bromide)onate derivatives. Reaction with methanol or allyl 2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-d-glycopyranoside, promoted by silver triflate, gave good yields of the corresponding orthoester derivatives. Me3Si triflate-catalyzed orthoester rearrangement and removal of the protecting groups afforded sodium O-(methyl α-d-glycero-d-talo-2-octulopyranosid)onate and the disacchanide, allyl O-[sodium (α-d-glycero-d-talo-2-octulopyranosyl)onate]-(2 → 6)-2-acetamido-2-deoxy-β-d-glucopyranoside in high yield." @default.
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- W2014123293 title "Synthesis of allyl O-[sodium (α-d-glcero-d-talo-2-octulopyranosyl)onate]-(2 → 6)-2-acetamido-2-deoxy-β-d-glucopyranoside, a core constituent of the lipopolysaccharide from Acinetobacter calcoaceticus NCTC 10305" @default.
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- W2014123293 doi "https://doi.org/10.1016/0008-6215(93)80005-y" @default.
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