Abstract:
2-Keto-D-gluconic acid 1, which is available from the fermentation of D-glucose, was reacted either with hydroxyl amine of hydrazine and the reduction of the respective oxime 2 and hydrazone 3 gave D-glucosaminic acid 6. The 2-amino-2-deoxy-D-hexanoic acid produced in the reduction of 2 and 3 is 2-amino-2-deoxy-D-gluconic acid. This can be fractionally crystallized from the mixture of diastereoisomers in 45% yield. The presence of other diastereoisomer can be demonstrated by treatment of the reduction mixture with benzaldehyde and dry hydrogen chloride in absolute ethanol to give lactone hydrochloride-8. D-Glucosamine hydrochloride 10 is obtained in 33% yield on the reduction of ethyl D-GI- ucosamine hydrochloride 9.
Page(s):
59-68
DOI:
DOI not available
Published:
Journal: Sindh University Research Journal, Volume: 18, Issue: 1, Year: 1986