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

• ChemBase ID: 169950
• Molecular Formular: C7H10O2
• Molecular Mass: 126.1531
• Monoisotopic Mass: 126.06807956
• SMILES: C1C[C@H]2[C@@H](O1)OCC2=C
• Canonical SMILES: C=C1CO[C@H]2[C@@H]1CCO2
• InChI: InChI=1S/C7H10O2/c1-5-4-9-7-6(5)2-3-8-7/h6-7H,1-4H2/t6-,7+/m1/s1
• InChIKey: ITEHUTGZBAGJOG-RQJHMYQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,6aS)-3-methylidene-hexahydrofuro[2,3-b]furan
• IUPAC Traditional name: (3aR,6aS)-3-methylidene-tetrahydro-2H-furo[2,3-b]furan
• Synonyms: cis-Hexahydro-3-methylene-furo[2,3-b]furan; (+/-)-Hexahydro-3-methylene-cis-furo[2,3-b]furan

Database IDs

• CAS Number: 109789-17-5
• PubChem SID: 162264082
• PubChem CID: 11116067

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.6816194
• LogD (pH = 7.4): 0.6816194
• Log P: 0.6816194
• Molar Refractivity: 33.3019 cm^3
• Polarizability: 13.316595 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale-Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H294190

P2-ligands for HIV-1 protease inhibitors.

REFERENCES

• Ghosh, A., et al.: J. Med. Chem., 39, 3278 (1996)
• Ghosh, A., et al.: Bioorg. Med. Chem. Lett., 1998, 8, 687 (1996)
• Richman, D., et al.: Nature, 410, 995 (1996)
• Koh, Y., et al.: Antimicrob. Agents Chemother., 47, 3123 (1996)