bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl]bis[(4-chlorophenyl)sulfanyl]methyl}phosphonate

• ChemBase ID: 162251
• Molecular Formular: C25H36Cl2O6P2S2
• Molecular Mass: 629.533262
• Monoisotopic Mass: 628.08055949
• SMILES: C(Sc1ccc(cc1)Cl)(Sc1ccc(Cl)cc1)(P(=O)(OC(C)C)OC(C)C)P(=O)(OC(C)C)OC(C)C
• Canonical SMILES: CC(OP(=O)(C(P(=O)(OC(C)C)OC(C)C)(Sc1ccc(cc1)Cl)Sc1ccc(cc1)Cl)OC(C)C)C
• InChI: InChI=1S/C25H36Cl2O6P2S2/c1-17(2)30-34(28,31-18(3)4)25(36-23-13-9-21(26)10-14-23,37-24-15-11-22(27)12-16-24)35(29,32-19(5)6)33-20(7)8/h9-20H,1-8H3
• InChIKey: LHANPZPDVZSBJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(propan-2-yl) {[bis(propan-2-yloxy)phosphoryl]bis[(4-chlorophenyl)sulfanyl]methyl}phosphonate
• IUPAC Traditional name: diisopropyl bis[(4-chlorophenyl)sulfanyl](diisopropoxyphosphoryl)methylphosphonate
• Synonyms: Bis[(4-chlorophenyl)thiomethylene]biphosphonic Acid, Tetraisopropyl Ester

Database IDs

• CAS Number: 887353-24-4
• PubChem SID: 162256386
• PubChem CID: 4647537

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 9.722174
• LogD (pH = 7.4): 9.722174
• Log P: 9.722174
• Molar Refractivity: 156.7532 cm^3
• Polarizability: 63.10821 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colourless Crystalline Powder

DETAILS

Toronto Research Chemicals - B419075

A intermediate in the synthesis of Tilduronic Acid, a biphosphonate bone resorption inhibitor.

REFERENCES

• Fraser, W.D., et al.: Postgrad. Med. J., 73, 496 (1997)