Acetobromo-alpha-D-glucose

• Catalog No.: L04151
• CAS Number: 572-09-8
• M. F.: C14H19BrO9
• M. W.: 411.19926
• Purity: 97%, stab. with 2% calcium carbonate

SYNONYMS

• Title: 乙酰溴-alpha-D-葡萄糖
• IUPAC name: [(3S,5S,6S)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(3S,5S,6S)-3,4,5-tris(acetyloxy)-6-bromooxan-2-yl]methyl acetate
• Synonyms: 2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide

DATABASE IDS

• Beilstein Number: 96669
• Merck Index: 1460
• MDL Number: MFCD00063254
• EC Number: 209-339-0
• CAS Number: 572-09-8

PROPERTIES

• Purity: 97%, stab. with 2% calcium carbonate
• Melting Point: 84-89°C
• Optical Rotation: +198 (c=3 in chloroform)
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否

REFERENCES

• Glycosyl isothiocyanates have been prepared in good yield by heating fully O-acetylated glycosyl bromides with KSCN in the absence of solvent. With acetobromo-ɑ-D-glucose, displacement was accompanied by stereochemical inversion: Synthesis, 1228 (1995).
• Reaction with Bis(cyclopentadienyl)titanium dichloride, A11456 results in 1,2-elimination providing a convenient route to the glycal: J. Org. Chem., 60, 7055 (1995).