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

• ChemBase ID: 163671
• Molecular Formular: C13H16O10
• Molecular Mass: 332.26014
• Monoisotopic Mass: 332.07434671
• SMILES: O1[C@@H]([C@@H]2[C@H]([C@@H]([C@@H]1COC(=O)C)OC(=O)C)OC(=O)O2)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@H](OC(=O)C)[C@@H]2[C@H]([C@@H]1OC(=O)C)OC(=O)O2
• InChI: InChI=1S/C13H16O10/c1-5(14)18-4-8-9(19-6(2)15)10-11(23-13(17)22-10)12(21-8)20-7(3)16/h8-12H,4H2,1-3H3/t8-,9-,10+,11+,12+/m1/s1
• InChIKey: YVYSWHGJPLCVAV-GCHJQGSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aS,4R,6R,7R,7aS)-4,7-bis(acetyloxy)-2-oxo-hexahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl acetate
• IUPAC Traditional name: [(3aS,4R,6R,7R,7aS)-4,7-bis(acetyloxy)-2-oxo-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]methyl acetate
• Synonyms: α-D-Mannopyranose Cyclic 2,3-Carbonate 1,4,6-Triacetate; 2,3-O-Carbonyl-1,4,6-tri-O-acetyl-α-D-mannopyranose

Database IDs

• CAS Number: 53958-20-6
• PubChem SID: 162257806
• PubChem CID: 29987594

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.030169372
• LogD (pH = 7.4): -0.030169372
• Log P: -0.030169372
• Molar Refractivity: 65.8917 cm^3
• Polarizability: 28.138395 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Crystalline Solid
• Melting Point: 115-117°C

DETAILS

Toronto Research Chemicals - C177250

Used for the synthesis of β-mannosides.