[(3S,4S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 178786
• Molecular Formular: C13H18O8S
• Molecular Mass: 334.34222
• Monoisotopic Mass: 334.07223854
• SMILES: [C@@H]1([C@@H](C(C(OC1COS(=O)(=O)c1ccc(cc1)C)O)O)O)O
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)OCC1OC(O)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H18O8S/c1-7-2-4-8(5-3-7)22(18,19)20-6-9-10(14)11(15)12(16)13(17)21-9/h2-5,9-17H,6H2,1H3/t9?,10-,11+,12?,13?/m1/s1
• InChIKey: LSHLRMMRZJLPQY-UDICCXNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(3S,4S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-methylbenzenesulfonate
• Synonyms: D-Mannose 6-(4-Methylbenzenesulfonate); 6-O-Tosyl-D-mannose

Database IDs

• CAS Number: 105265-64-3
• PubChem SID: 164234696
• PubChem CID: 71752641

CALCULATED PROPERTIES

• Acid pKa: 11.298226
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.3684282
• LogD (pH = 7.4): -0.36848235
• Log P: -0.36842752
• Molar Refractivity: 73.8661 cm^3
• Polarizability: 30.648447 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 90-93°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T686170

Protected D-Mannose.

REFERENCES

• Yu, H., et al.: Bioorg. Med. Chem., 12, 6427 (2004)