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

• ChemBase ID: 178440
• Molecular Formular: C13H28F2O6P2
• Molecular Mass: 380.3021484
• Monoisotopic Mass: 380.13291832
• SMILES: O(P(=O)(C(P(=O)(OC(C)C)OC(C)C)(F)F)OC(C)C)C(C)C
• Canonical SMILES: CC(OP(=O)(C(P(=O)(OC(C)C)OC(C)C)(F)F)OC(C)C)C
• InChI: InChI=1S/C13H28F2O6P2/c1-9(2)18-22(16,19-10(3)4)13(14,15)23(17,20-11(5)6)21-12(7)8/h9-12H,1-8H3
• InChIKey: QIZWQCNFQZUTJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl]difluoromethyl}phosphonate
• IUPAC Traditional name: diisopropyl (diisopropoxyphosphoryl)difluoromethylphosphonate
• Synonyms: P,P'-Difluoromethylene-bis-phosphonic Acid P,P,P',P'-Tetrakis(1-methylethyl) Ester; Difluoromethylene-bis-phosphonic Acid Tetrakis(1-methylethyl) Ester; Tetraisopropyl Difluoromethylenebisphosphonate

Database IDs

• CAS Number: 78715-59-0
• PubChem SID: 164234350
• PubChem CID: 11717839

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.38132
• LogD (pH = 7.4): 4.38132
• Log P: 4.38132
• Molar Refractivity: 82.9754 cm^3
• Polarizability: 33.786526 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 - T296230

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)