(2R,3R,4S,5R)-3,5-bis(acetyloxy)-2-bromooxan-4-yl acetate

• ChemBase ID: 163075
• Molecular Formular: C11H15BrO7
• Molecular Mass: 339.1366
• Monoisotopic Mass: 338.00011482
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](OC1)Br)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CO[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)Br
• InChI: InChI=1S/C11H15BrO7/c1-5(13)17-8-4-16-11(12)10(19-7(3)15)9(8)18-6(2)14/h8-11H,4H2,1-3H3/t8-,9+,10-,11+/m1/s1
• InChIKey: AVNRQUICFRHQDY-YTWAJWBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-3,5-bis(acetyloxy)-2-bromooxan-4-yl acetate
• IUPAC Traditional name: (2R,3R,4S,5R)-3,5-bis(acetyloxy)-2-bromooxan-4-yl acetate
• Synonyms: Acetobromo-α-D-xylose, α-D-Xylopyranosyl Bromide 2,3,4-Triacetate; 2,3,4-Tri-O-acetyl-α-D-xylopyranosyl Bromide; Bromo 2,3,4-Tri-O-acetyl-α-D-xylopyranoside (Stabilized with 2.5% CaCO3)

Database IDs

• CAS Number: 3068-31-3
• PubChem SID: 162257210
• PubChem CID: 11013202

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.17004918
• LogD (pH = 7.4): -0.17004918
• Log P: -0.17004918
• Molar Refractivity: 63.7696 cm^3
• Polarizability: 26.478249 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 88-90°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Johnsson, R., et al.: Bioorg. Med. Chem., 15, 2868 (2007)