[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methanol

• ChemBase ID: 132212
• Molecular Formular: C12H20O6
• Molecular Mass: 260.2836
• Monoisotopic Mass: 260.12598836
• SMILES: CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)CO)C
• Canonical SMILES: OC[C@]12OC[C@@H]3[C@H]([C@@H]2OC(O1)(C)C)OC(O3)(C)C
• InChI: InChI=1S/C12H20O6/c1-10(2)15-7-5-14-12(6-13)9(8(7)16-10)17-11(3,4)18-12/h7-9,13H,5-6H2,1-4H3/t7-,8-,9+,12+/m1/s1
• InChIKey: PSSHGMIAIUYOJF-XBWDGYHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methanol
• IUPAC Traditional name: [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecan-6-yl]methanol
• Synonyms: 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose; 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose; D-Fructopyranose diacetonide; 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose

Database IDs

• CAS Number: 20880-92-6
• MDL Number: MFCD00022183
• PubChem SID: 162226489; 24893322
• PubChem CID: 10244345

CALCULATED PROPERTIES

• Acid pKa: 13.497552
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.64684993
• LogD (pH = 7.4): 0.6468496
• Log P: 0.64684993
• Molar Refractivity: 60.7748 cm^3
• Polarizability: 24.877773 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 94-95°C

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

REFERENCES

• Maryanoff, B.E., et al.: J. Med. Chem., 30, 880 (1987)