dispiro[cyclohexane-1,4'-[3,5,8,11,13]pentaoxatricyclo[7.4.0.02,6]tridecane-12',1''-cyclohexane]-7'-ol

• ChemBase ID: 167185
• Molecular Formular: C18H28O6
• Molecular Mass: 340.41132
• Monoisotopic Mass: 340.18858862
• SMILES: C12C3C(C(OC1COC1(O2)CCCCC1)O)OC1(O3)CCCCC1
• Canonical SMILES: OC1OC2COC3(OC2C2C1OC1(O2)CCCCC1)CCCCC3
• InChI: InChI=1S/C18H28O6/c19-16-15-14(23-18(24-15)9-5-2-6-10-18)13-12(21-16)11-20-17(22-13)7-3-1-4-8-17/h12-16,19H,1-11H2
• InChIKey: DQACDWMYPBKPLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dispiro[cyclohexane-1,4'-[3,5,8,11,13]pentaoxatricyclo[7.4.0.0^2,^6]tridecane-12',1''-cyclohexane]-7'-ol
• IUPAC Traditional name: dispiro[cyclohexane-1,4'-[3,5,8,11,13]pentaoxatricyclo[7.4.0.0^2,^6]tridecane-12',1''-cyclohexane]-7'-ol
• Synonyms: 2,3:4,6-Di-o-cyclohexylidene-α-D-mannopyranose

Database IDs

• CAS Number: 70835-78-8
• PubChem SID: 162261318
• PubChem CID: 3834089

CALCULATED PROPERTIES

• Acid pKa: 11.33725
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.9814875
• LogD (pH = 7.4): 2.981438
• Log P: 2.981488
• Molar Refractivity: 83.8102 cm^3
• Polarizability: 34.40797 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl acetate; Methanol
• Apperance: Off-White to Yellow Crystalline Solid
• Melting Point: 172-174°C

DETAILS

Toronto Research Chemicals - D439000

Used for the synthesis of β-mannosides.

REFERENCES

• Acta. Chemica Scanda, B34, 505 (1980)