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Synthesis of methyl ethers of methyl 2-acetamido-2-deoxy-α-D-glucopyranoside

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Abstract

A convenient method is proposed for the synthesis of all the individual methyl ethers of methyl 2-acetamido-2-deoxy-α-D-glucopyranoside based on the partial methylation of 2-acetamido-2-deoxy-α-D-glucopyranoside with dimethyl sulfate in an alkaline medium followed by preparative liquid column chromatography on silica gel of the resulting mixture of methyl ethers.

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Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, USSR Academy of Sciences, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 787–790, November–December, 1987.

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Evtushenko, E.V., Plisova, E.Y. & Ovodov, Y.S. Synthesis of methyl ethers of methyl 2-acetamido-2-deoxy-α-D-glucopyranoside. Chem Nat Compd 23, 651–653 (1987). https://doi.org/10.1007/BF00596634

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  • DOI: https://doi.org/10.1007/BF00596634

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