bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl](fluoro)methyl}phosphonate

• ChemBase ID: 178441
• Molecular Formular: C13H29FO6P2
• Molecular Mass: 362.3116852
• Monoisotopic Mass: 362.14234013
• SMILES: O(P(=O)(C(P(=O)(OC(C)C)OC(C)C)F)OC(C)C)C(C)C
• Canonical SMILES: FC(P(=O)(OC(C)C)OC(C)C)P(=O)(OC(C)C)OC(C)C
• InChI: InChI=1S/C13H29FO6P2/c1-9(2)17-21(15,18-10(3)4)13(14)22(16,19-11(5)6)20-12(7)8/h9-13H,1-8H3
• InChIKey: XXNLZMODXBPUOM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl](fluoro)methyl}phosphonate
• IUPAC Traditional name: diisopropyl (diisopropoxyphosphoryl)(fluoro)methylphosphonate
• Synonyms: Fluoromethylene-bisphosphonic Acid Tetrakis(1-methylethyl) Ester; P,P'-Fluoromethylene-bisphosphonic Acid P,P,P',P'-Tetrakis(1-methylethyl) Ester; Tetraisopropyl Fluoromethylenediphosphonate

Database IDs

• CAS Number: 78715-57-8
• PubChem SID: 164234351
• PubChem CID: 12722940

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.128431
• LogD (pH = 7.4): 4.128431
• Log P: 4.128431
• Molar Refractivity: 82.6296 cm^3
• Polarizability: 33.933357 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl acetate; Methanol
• Apperance: Colourless Liquid

DETAILS

Toronto Research Chemicals - T296240

An intermediate for the synthesis of 5’-diphosphate and 5’-triphosphate mimics for transcriptase inhibition.

REFERENCES

• Hebel, D., et al.: Bioorg. Med. Chem. Lett., 1, 357 (1991)
• Wang, G., et al.: J. Med. Chem., 47, 6902 (1991)