[(3aS,4R,6R,7R,7aS)-7-(acetyloxy)-4-bromo-2-oxo-hexahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl acetate

• ChemBase ID: 162841
• Molecular Formular: C11H13BrO8
• Molecular Mass: 353.12012
• Monoisotopic Mass: 351.97937938
• SMILES: [C@@H]1([C@H]2[C@@H]([C@H](O[C@H]1COC(=O)C)Br)OC(=O)O2)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](COC(=O)C)O[C@@H]([C@@H]2[C@H]1OC(=O)O2)Br
• InChI: InChI=1S/C11H13BrO8/c1-4(13)16-3-6-7(17-5(2)14)8-9(10(12)18-6)20-11(15)19-8/h6-10H,3H2,1-2H3/t6-,7-,8+,9+,10+/m1/s1
• InChIKey: AVYSDBUOZIIRBB-ZJDVBMNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aS,4R,6R,7R,7aS)-7-(acetyloxy)-4-bromo-2-oxo-hexahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl acetate
• IUPAC Traditional name: [(3aS,4R,6R,7R,7aS)-7-(acetyloxy)-4-bromo-2-oxo-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl acetate
• Synonyms: α-D-Mannopyranosyl Bromide Cyclic 2,3-Carbonate 4,6-Diacetate; Bromo-4,6-di-O-acetyl-α-D-mannopyranose-2,3-carbonate

Database IDs

• CAS Number: 53958-21-7
• PubChem SID: 162256976
• PubChem CID: 13962229

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.3244404
• LogD (pH = 7.4): 0.3244404
• Log P: 0.3244404
• Molar Refractivity: 63.0944 cm^3
• Polarizability: 26.599518 Å^3
• Polar Surface Area: 97.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl acetate; Methanol
• Apperance: White Solid
• Melting Point: 74-75°C

DETAILS

Toronto Research Chemicals - B684000

Used for the synthesis of β-mannosides.