(1S,2R,3S,5R)-3-(benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane

• ChemBase ID: 176600
• Molecular Formular: C20H22O3
• Molecular Mass: 310.38688
• Monoisotopic Mass: 310.15689456
• SMILES: [C@@H]12[C@@H](C[C@@H]([C@H]1COCc1ccccc1)OCc1ccccc1)O2
• Canonical SMILES: c1ccc(cc1)COC[C@@H]1[C@@H](OCc2ccccc2)C[C@@H]2[C@H]1O2
• InChI: InChI=1S/C20H22O3/c1-3-7-15(8-4-1)12-21-14-17-18(11-19-20(17)23-19)22-13-16-9-5-2-6-10-16/h1-10,17-20H,11-14H2/t17-,18+,19-,20+/m1/s1
• InChIKey: YPDRJNPIGFCETD-WCIQWLHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3S,5R)-3-(benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane
• IUPAC Traditional name: (1S,2R,3S,5R)-3-(benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexane
• Synonyms: (1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane; [1S-(1α,2α,3β,5α)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane

Database IDs

• CAS Number: 110567-22-1
• PubChem SID: 164232510
• PubChem CID: 11077786

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.4295416
• LogD (pH = 7.4): 3.4295416
• Log P: 3.4295416
• Molar Refractivity: 88.8201 cm^3
• Polarizability: 35.270428 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Benzene; Chloroform; DMSO
• Apperance: Colorless Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P335720

Entecavir intermediate.

REFERENCES

• Bisacchi, G., et al.: Bioorg. Med. Chem. Lett., 7, 127 (1997)
• Innaimo, S., et al.: Antimicrob. Agents Chemother., 41, 1444 (1997)
• Galan, M., et al.: Expert. Opin. Pharmacother., 2(1997)
• 1289 (1997)
• Delaney, W., et al.: Expert Opin. Invest. Drug., 11, 169