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- W2024255730 abstract "The structurally conserved lipopolysaccharide core region of many Gram-negative bacteria is composed of trisaccharides containing 4-O-phosphorylated l-glycero-d-manno-heptose (l,d-Hep) units, which act as ligands for antibodies and lectins. The disaccharides Glc-(1→3)-Hep4P Hep-(1→3)-Hep4P and Hep-(1→7)-Hep4P and the branched trisaccharide Glc-(1→3)-[Hep-(1→7)]-Hep4P, respectively, have been synthesized from a methyl heptopyranoside acceptor in less than 10 steps. The synthetic strategy was based on the early introduction of a phosphotriester at position 4 of heptose followed by a regioselective opening of a 6,7-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl) group allowing for a straightforward access to glycosylation at position 7. Perbenzylated N-phenyl trifluoroacetimidate glucosyl and heptosyl derivatives served as α-selective glycosyl donors." @default.
- W2024255730 created "2016-06-24" @default.
- W2024255730 creator A5004151546 @default.
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- W2024255730 date "2014-01-02" @default.
- W2024255730 modified "2023-10-18" @default.
- W2024255730 title "Convergent Synthesis of 4-<i>O</i>-Phosphorylated <scp>l</scp>-<i>glycero</i>-<scp>d</scp>-<i>manno</i>-Heptosyl Lipopolysaccharide Core Oligosaccharides Based on Regioselective Cleavage of a 6,7-<i>O</i>-Tetraisopropyldisiloxane-1,3-diyl Protecting Group" @default.
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- W2024255730 doi "https://doi.org/10.1021/jo402312x" @default.
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