(3S,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

• ChemBase ID: 169921
• Molecular Formular: C6H10O3
• Molecular Mass: 130.1418
• Monoisotopic Mass: 130.06299418
• SMILES: [C@H]12[C@H]([C@@H](CO1)O)CCO2
• Canonical SMILES: O[C@@H]1CO[C@@H]2[C@H]1CCO2
• InChI: InChI=1S/C6H10O3/c7-5-3-9-6-4(5)1-2-8-6/h4-7H,1-3H2/t4-,5+,6+/m0/s1
• InChIKey: RCDXYCHYMULCDZ-KVQBGUIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
• IUPAC Traditional name: (3S,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol
• Synonyms: (3S,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol

Database IDs

• CAS Number: 252873-50-0
• PubChem SID: 162264053
• PubChem CID: 11147731

CALCULATED PROPERTIES

• Acid pKa: 14.000419
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.22748579
• LogD (pH = 7.4): -0.2274859
• Log P: -0.22748578
• Molar Refractivity: 30.1305 cm^3
• Polarizability: 12.405186 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H293995

An intermediate in the preparation of HIV-1 Protease Inhibitor. An isomeric impurity of Bisfuranol.

REFERENCES

• Surleraux, D.L. et al.: 48, 1813 (2005)
• Ghosh, A.K. et al.: J. Org. Chem., 69, 7822 (2005)