72599-55-4

Basic information

• Product Name: tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone
• Synonyms: tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone
• CAS NO: 72599-55-4
• Molecular Weight: 288.254
• Mol File: 72599-55-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone(72599-55-4)
• EPA Substance Registry System: tri-O-acetyl-3-deoxy-D-ribo-hexono-1,4-lactone(72599-55-4)

Safety Data

• Hazardous Substances Data: 72599-55-4(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 499-87-6 3-deoxy-D-ribo-hexono-1,4-lactone 

Relevant articles and documents

Base-Catalyzed Rearrangement of 6-Bromo-3,6-dideoxyaldohexono-1,4-lactones

Upon treatment of 3-deoxy-D-arabino and 3-deoxy-D-xylo-hexono-1,4-lactone with hydrogen bromide in acetic acid (HBA), 6-bromo-3,6-dideoxy-D-arabino- and 6-bromo-3,6-dideoxy-D-xylo-hexono-1,4-lactone are produced.When reacted with anhydrous potassium carbonate in acetone the two bromodeoxylactones are converted into epoxides.Exposed to excess aqueous potassium hydroxide, the bromodeoxylactones, or the epoxides, rearrange to give 3-deoxy-L-ribo- and 3-deoxy-L-lyxo-hexono-1,4-lactone.Consequently, inversion at both C-4 and C-5 has taken place.In both cases, considerable amounts of anhydrides are formed along with the lactones.The mechanism of the base-induced rearrangements is discussed.The various 6-bromodeoxylactones undergo hydrogenolysis to give the corresponding 3,6-dideoxyhexono-1,4-lactones.On reduction, the 3,6-dideoxy-D-arabino-hexono-1,4-lactone affords 3,6-dideoxy-D-arabino-hexose (tyvelose).