(2S,3S,5S,6R)-2-methoxy-6-methyloxane-3,5-diol

• ChemBase ID: 173549
• Molecular Formular: C7H14O4
• Molecular Mass: 162.18366
• Monoisotopic Mass: 162.08920893
• SMILES: [C@@H]1(C[C@@H]([C@H](O[C@H]1C)OC)O)O
• Canonical SMILES: CO[C@H]1O[C@@H](C)[C@H](C[C@@H]1O)O
• InChI: InChI=1S/C7H14O4/c1-4-5(8)3-6(9)7(10-2)11-4/h4-9H,3H2,1-2H3/t4-,5+,6+,7+/m1/s1
• InChIKey: DRIBCYZSKHETPK-BWBBJGPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5S,6R)-2-methoxy-6-methyloxane-3,5-diol
• IUPAC Traditional name: (2S,3S,5S,6R)-2-methoxy-6-methyloxane-3,5-diol
• Synonyms: Methyl 3,6-Dideoxy-α-D-arabino-hexopyranoside

Database IDs

• CAS Number: 6154-71-8
• PubChem SID: 164229459
• PubChem CID: 14057272

CALCULATED PROPERTIES

• LogD (pH = 7.4): -0.55220866
• Log P: -0.55220807
• Molar Refractivity: 38.0338 cm^3
• Polarizability: 15.614053 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 13.265074
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.55220807

PROPERTIES

Physical Property

• Solubility: Dichloromethane

DETAILS

Toronto Research Chemicals - M301500

An intermediate in the preparation of Tyvelose

REFERENCES

• Joerbeck, H., et al.: J. Immunol., 123, 1376 (1979)