Methods of manufacture of nitrile-containing glucuronic acid conjugates

摘要

Mandelonitrile- beta -D-glucuronic acid is produced by condensing a mandelic amide with a tri-O-acetyl methyl ester of glucuronic acid and then reacting the product with acetic anhydride to produce the tri-O-acetyl methyl ester of mandelonitrile- beta -D-glucuronic acid. The protecting acetyl groups may be removed and the barium salt formed by reacting with barium hydroxide, which salt, when treated with sulfuric acid, will yield the mandelonitrile- beta -D-glucuronic acid. This compound, as well as methacrylonitrile beta -D-glucuronic acid may be used in the treatment of bacterial infections having beta -glucuronidase activity.