(4aR,6S,7S,8R,8aS)-6-methoxy-2,2-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol

• ChemBase ID: 173837
• Molecular Formular: C10H18O6
• Molecular Mass: 234.24632
• Monoisotopic Mass: 234.1103383
• SMILES: O1[C@@H]([C@H]([C@H]([C@H]2[C@H]1COC(O2)(C)C)O)O)OC
• Canonical SMILES: CO[C@H]1O[C@@H]2COC(O[C@H]2[C@@H]([C@@H]1O)O)(C)C
• InChI: InChI=1S/C10H18O6/c1-10(2)14-4-5-8(16-10)6(11)7(12)9(13-3)15-5/h5-9,11-12H,4H2,1-3H3/t5-,6-,7+,8-,9+/m1/s1
• InChIKey: VVWGLGMNWDWEJM-ZEBDFXRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6S,7S,8R,8aS)-6-methoxy-2,2-dimethyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol
• IUPAC Traditional name: (4aR,6S,7S,8R,8aS)-6-methoxy-2,2-dimethyl-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
• Synonyms: Methyl 4,6-O-(1-Methylethylidene)-α-D-mannopyranoside; Methyl 4,6-O-Isopropylidene-α-D-mannopyranoside

Database IDs

• CAS Number: 63167-67-9
• PubChem SID: 164229747
• PubChem CID: 71750396

CALCULATED PROPERTIES

• Acid pKa: 12.276568
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.58698815
• LogD (pH = 7.4): -0.5869939
• Log P: -0.5869881
• Molar Refractivity: 52.8816 cm^3
• Polarizability: 21.878334 Å^3
• Polar Surface Area: 77.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Crystalline Solid
• Melting Point: 85-86°C

DETAILS

Toronto Research Chemicals - M314590

Used for the synthesis of α-mannosides.