(4S,5R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-ol

• ChemBase ID: 178254
• Molecular Formular: C34H36O6
• Molecular Mass: 540.64604
• Monoisotopic Mass: 540.25118887
• SMILES: [C@@H]1([C@@H](C(C(OC1COCc1ccccc1)O)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: OC1OC(COCc2ccccc2)[C@H]([C@@H](C1OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C34H36O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-35H,21-25H2/t30?,31-,32+,33?,34?/m1/s1
• InChIKey: OGOMAWHSXRDAKZ-PMXAQEJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-ol
• IUPAC Traditional name: (4S,5R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-ol
• Synonyms: 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-mannose; 2,3,4,6-Tetra-O-benzyl-D-mannopyranose

Database IDs

• CAS Number: 61330-61-8
• PubChem SID: 164234164
• PubChem CID: 46783032

CALCULATED PROPERTIES

• Acid pKa: 11.343017
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 6.5378585
• LogD (pH = 7.4): 6.53781
• Log P: 6.5378594
• Molar Refractivity: 153.3786 cm^3
• Polarizability: 60.869534 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Ether; Ethyl Acetate; Methanol
• Apperance: Light Yellow Oil
• Boiling Point: 240-245°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Freezer

REFERENCES

• Furukawa, H., et al.: Chem. Pharm. Bull., 46, 1244 (1998)
• Kaila, N., et al.: Bioorg. Med. Chem. Lett., 11, 151 (1998)
• Sugimura, H., et al.: Nucleosides, Nucleotides & Nucleic Acids, 22, 727 (1998)