Beobachtungen zur Synthese der 2‐Deoxy‐ D ‐ribose aus 1, 2; 5, 6‐Diisopropyliden‐3‐mesyl‐ D ‐glucose

A simplified method for the preparation of 2‐deoxy‐ D ‐ribose from 1, 2; 5, 6‐diisopropylidene‐3‐mesyl‐ D ‐glucofuranose is described. Acid hydrolysis of the latter and alkaline degradation of 3‐mesyl‐ D ‐glucose are effected without isolation of intermediates, the whole operation requiring only 2½ hours. A specific «anion effect » on the velocity of this degradation and on the yield of 2‐deoxy‐ D ‐ribose anilide has been observed. The use of sodium carbonate gives particularly high yields of pure 2‐deoxy‐ D ‐ribose anilide. Improvements in the synthesis of 1, 2; 5, 6‐diisopropylidene‐ D ‐glucofuranose are described.