(3S,4S)-oxolane-3,4-diol

• ChemBase ID: 92336
• Molecular Formular: C4H8O3
• Molecular Mass: 104.10452
• Monoisotopic Mass: 104.04734412
• SMILES: O1C[C@@H]([C@H](C1)O)O
• Canonical SMILES: O[C@H]1COC[C@@H]1O
• InChI: InChI=1S/C4H8O3/c5-3-1-7-2-4(3)6/h3-6H,1-2H2/t3-,4-/m0/s1
• InChIKey: SSYDTHANSGMJTP-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S)-oxolane-3,4-diol
• IUPAC Traditional name: (3S,4S)-oxolane-3,4-diol
• Synonyms: (3S,4S)-Tetrahydro-3,4-furandiol; (3S-trans)-Tetrahydro-3,4-furandiol; (S,S)-Tetrahydrofuran-3,4-diol; 1,4-Anhydro-L-threitol; L-Threitan; (3S,4S)-Tetrahydrofuran-3,4-diol

Database IDs

• CAS Number: 84709-85-3
• MDL Number: MFCD00075211
• PubChem SID: 162079034
• PubChem CID: 641772

CALCULATED PROPERTIES

• Acid pKa: 13.0593405
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.3076454
• LogD (pH = 7.4): -1.3076464
• Log P: -1.3076454
• Molar Refractivity: 22.9685 cm^3
• Polarizability: 9.41032 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A656400

1,4-Anhydro-L-threitol is a tetrahydrofuran derivative used in the preparation of hyperbranched carbohydrate polymers via ring-opening reaction.

REFERENCES

• Imai, T. et al.: Macromolecules, 37, 3113 (2004)