(3aR,4S,7R)-4,7-dihydroxy-6-(hydroxymethyl)-hexahydro-[1,3]dioxolo[4,5-c]pyran-2-one

• ChemBase ID: 163670
• Molecular Formular: C7H10O7
• Molecular Mass: 206.1501
• Monoisotopic Mass: 206.04265266
• SMILES: O1[C@H](O)[C@H]2C([C@@H](C1CO)O)OC(=O)O2
• Canonical SMILES: OCC1O[C@H](O)[C@H]2C([C@@H]1O)OC(=O)O2
• InChI: InChI=1S/C7H10O7/c8-1-2-3(9)4-5(6(10)12-2)14-7(11)13-4/h2-6,8-10H,1H2/t2?,3-,4?,5-,6+/m1/s1
• InChIKey: DUPSKQDMZPNHOX-ZUEQSLHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,7R)-4,7-dihydroxy-6-(hydroxymethyl)-hexahydro-[1,3]dioxolo[4,5-c]pyran-2-one
• IUPAC Traditional name: (3aR,4S,7R)-4,7-dihydroxy-6-(hydroxymethyl)-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2-one
• Synonyms: Cyclic 2,3-Carbonate α-D-Mannofuranose; 2,3-O-Carbonyl-α-D-mannopyranose

Database IDs

• CAS Number: 76548-27-1
• PubChem SID: 162257805
• PubChem CID: 45038554

CALCULATED PROPERTIES

• Acid pKa: 11.30521
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.3535463
• LogD (pH = 7.4): -1.3535995
• Log P: -1.3535455
• Molar Refractivity: 38.4372 cm^3
• Polarizability: 16.595713 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Crystalline Solid

DETAILS

Toronto Research Chemicals - C177220

Used for the synthesis of α-mannosides.