(3aS,4S,6aR)-4-methoxy-hexahydrofuro[3,4-b]furan-2-one

• ChemBase ID: 178372
• Molecular Formular: C7H10O4
• Molecular Mass: 158.1519
• Monoisotopic Mass: 158.0579088
• SMILES: [C@@H]12[C@@H]([C@H](OC1)OC)CC(=O)O2
• Canonical SMILES: CO[C@H]1OC[C@H]2[C@@H]1CC(=O)O2
• InChI: InChI=1S/C7H10O4/c1-9-7-4-2-6(8)11-5(4)3-10-7/h4-5,7H,2-3H2,1H3/t4-,5-,7-/m0/s1
• InChIKey: LQEIOPTZKCKTPQ-VPLCAKHXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4S,6aR)-4-methoxy-hexahydrofuro[3,4-b]furan-2-one
• IUPAC Traditional name: (3aS,4S,6aR)-4-methoxy-tetrahydro-3H-furo[3,4-b]furan-2-one
• Synonyms: (3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one; (3aS,4S,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one; (3aS,4R,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one; (3aS,4R,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one

Database IDs

• CAS Number: 866594-61-8; 866594-60-7
• PubChem SID: 164234282
• PubChem CID: 11600708

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.034845125
• LogD (pH = 7.4): 0.034845125
• Log P: 0.034845125
• Molar Refractivity: 34.6363 cm^3
• Polarizability: 14.446987 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T293851

(3aS,4S,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one is an impurity of Darunavir (D193500).

Toronto Research Chemicals - T293850

An impurity in the preparation of Bisfuranol.

REFERENCES

• Ghosh, A., et al.: Bioorganic. Med. Chem. Lett., 8, 687 (1998)