Abstract
Condensation of tetra- O-acetyl-α- D-mannopyranosyl bromide with either benzyl 2-acetamido-3- O-acetyl- or 3,4-di- O-acetyl-2-deoxy-α- D-glucopyranoside (obtained via the 6-O-trityl- and 3,4-di-O-acetyl-6-O-trityl derivatives) gave benzyl 2-acetamido-2-deoxy-6- O-α- D-mannopyranosyl-α- D-glucopyranoside penta- and hexa- acetate in 42% and 65% yield, respectively. Removal of the protective O-acetyl and O-benzyl groups gave the title compound, which was characterized by a hepta- O-acetyl derivative. All intermediates were obtained in crystalline form. The title compound is useful as a reference standard for determination of the structure of the carbohydrate core of glycoproteins.
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