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Approaches to intramolecular sialylation. 3. Synthesis of 2,4-dimethoxybenzyl ester of per-O-acetylated N-acetylneuraminic acid thioglycoside and its attempted oxidation with DDQ in the presence of nucleophiles

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Abstract

2,4-Dimethoxybenzyl ester of per-O-acetylated N-acetylneuraminic acid thioglycoside was synthesized and attempts at the oxidative (DDQ-induced) addition of O-nucleophiles (water and galactose derivatives with unprotected hydroxy group at C(6)) to the benzylic carbon atom of this ester were made.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    L. O. Kononov & N. N. Malysheva

  2. Institute of Physical and Chemical Research (RIKEN), Hirosawa 2-1, Wako-shi, Saitama, 351-01, Japan

    Y. Ito & T. Ogawa

Authors
  1. L. O. Kononov
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  2. N. N. Malysheva
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  3. Y. Ito
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  4. T. Ogawa
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Kononov, L.O., Malysheva, N.N., Ito, Y. et al. Approaches to intramolecular sialylation. 3. Synthesis of 2,4-dimethoxybenzyl ester of per-O-acetylated N-acetylneuraminic acid thioglycoside and its attempted oxidation with DDQ in the presence of nucleophiles. Russian Chemical Bulletin 53, 254–258 (2004). https://doi.org/10.1023/B:RUCB.0000024859.13495.0e

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  • DOI: https://doi.org/10.1023/B:RUCB.0000024859.13495.0e

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