(1R,6R,7R)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.02,6]undecan-7-ol

• ChemBase ID: 160680
• Molecular Formular: C9H14O5
• Molecular Mass: 202.20446
• Monoisotopic Mass: 202.08412355
• SMILES: C12[C@H]([C@@H]3C([C@H](O1)OC2)OC(O3)(C)C)O
• Canonical SMILES: O[C@@H]1C2CO[C@@H](O2)C2[C@@H]1OC(O2)(C)C
• InChI: InChI=1S/C9H14O5/c1-9(2)13-6-5(10)4-3-11-8(12-4)7(6)14-9/h4-8,10H,3H2,1-2H3/t4?,5-,6-,7?,8-/m1/s1
• InChIKey: VEESJHGZLRXGHP-DJSSTOROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,6R,7R)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-ol
• IUPAC Traditional name: (1R,6R,7R)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-ol
• Synonyms: 1,6-Anhydro-2,3-O-(1-methylethylidene)-β-D-mannopyranose; 1,6-Anhydro-2,3-O-isopropylidene-β-D-mannopyranose

Database IDs

• CAS Number: 14440-51-8
• PubChem SID: 162254815
• PubChem CID: 71313426

CALCULATED PROPERTIES

• Acid pKa: 13.040293
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.068411045
• LogD (pH = 7.4): -0.06841202
• Log P: -0.06841103
• Molar Refractivity: 44.6203 cm^3
• Polarizability: 18.670086 Å^3
• Polar Surface Area: 57.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 161-162°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Zottola, M.A., et al.: J. Org. Chem., 54, 6123 (1989)