2-Acetamido-4,6-O-benzylidene-2-deoxy-D-gluconohydroximo-1,5-lactone

• Catalog No.: A142425
• CAS Number: 132063-03-7
• M. F.: C15H18N2O6
• M. W.: 322.31322

SYNONYMS

• IUPAC name: N-[(4aR,7R,8R,8aS)-8-hydroxy-6-(hydroxyimino)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(4aR,7R,8R,8aS)-8-hydroxy-6-(hydroxyimino)-2-phenyl-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: 2-(Acetylamino)-2-deoxy-N-hydroxy-4,6-O-[(R)-phenylmethylene]-D-gluconimidic Acid δ-Lactone

DATABASE IDS

• CAS Number: 132063-03-7

PROPERTIES

• Apperance: Off-White Solid
• Melting Point: 229-231°C
• Solubility: DMSO
• Solubility: Methanol

DETAILS

Description (English)

2-Acetamido-4,6-O-benzylidene-2-deoxy-D-gluconohydroximo-1,5-lactone is used in synthesis of 2-acetamido-2-deoxy-D-gluconohydroximolactone (PUGNAc), a strong inhibitor of β-N-acetylglucosaminidases.

REFERENCES

• Horsch, M., et al.: Eur. J. Biochem., 197, 815 (1991)
• Horsch, M., et al.: Eur. J. Biochem., 237, 476 91996), Fernandes, M., et al.: J. Biol. Chem., 272, 814 (1991)