[(2R,3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)oxan-2-yl]methanol

• ChemBase ID: 161909
• Molecular Formular: C34H36O6
• Molecular Mass: 540.64604
• Monoisotopic Mass: 540.25118887
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: OC[C@@H]1O[C@@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C34H36O6/c35-21-30-31(36-22-26-13-5-1-6-14-26)32(37-23-27-15-7-2-8-16-27)33(38-24-28-17-9-3-10-18-28)34(40-30)39-25-29-19-11-4-12-20-29/h1-20,30-35H,21-25H2/t30-,31-,32+,33-,34-/m1/s1
• InChIKey: HYWPIYGUZWWMDH-BGSSSCFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)oxan-2-yl]methanol
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)oxan-2-yl]methanol
• Synonyms: Phenylmethyl 2,3,4-Tris-O-(phenylmethyl)-β-D-glucopyranoside; Benzyl 2,3,4-Tri-O-benzyl-β-D-glucopyranoside; Benzyl 2,3,4-Tri-O-benzyl-β-D-glucopyranoside

Database IDs

• CAS Number: 27851-29-2
• PubChem SID: 162256044
• PubChem CID: 11092761

CALCULATED PROPERTIES

• Acid pKa: 14.58272
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 6.5378594
• LogD (pH = 7.4): 6.5378594
• Log P: 6.5378594
• Molar Refractivity: 153.3786 cm^3
• Polarizability: 60.86952 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 100-102°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Wakao, M., et al.: Bioorg. Med. Chem. Lett., 18, 2499 (2008)