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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| Authors: | Kononov L O Malysheva N N Ito Y Ogawa T |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) Institute of Physical and Chemical Research (RIKEN), Hirosawa 2-1, Wako-shi, Saitama, 351-01, Japan |
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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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| Keywords: | sialic acids N-acetylneuraminic acid thioglycosides substituted benzyl esters oxidation monosaccharides NMR spectroscopy |
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