Abstract
Controlled acid hydrolysis of poly-α(2,8)-linked homopolymers ofN-acetylneuraminic acid (colominic acid) and its homologous poly-N-glycolylneuraminic acid afforded high yields of the corresponding disaccharides useful in block synthesis of disialylated gangliosides. The poly-N-glycolylanalog was derived from de-N-acetylated colominic acid by two different reaction sequences. The first one involved reaction with acetoxyacetyl chloride followed by de-O-acetylation. The second and most interesting one requiredN-acryloylation and reductive ozonolysis.
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Roy, R., Pon, R.A. Efficient synthesis of α(2–8)-linkedN-acetyl andN-glycolylneuraminic acid disaccharides from colominic acid. Glycoconjugate J 7, 3–12 (1990). https://doi.org/10.1007/BF01050399
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DOI: https://doi.org/10.1007/BF01050399