7-[(1R,2R,3R,5S)-2-{3-[(tert-butyldimethylsilyl)oxy]-4,4-difluorooctyl}-3,5-dihydroxycyclopentyl]heptanoic acid

• ChemBase ID: 171323
• Molecular Formular: C26H50F2O5Si
• Molecular Mass: 508.7545064
• Monoisotopic Mass: 508.33955767
• SMILES: C(CC(C(CCCC)(F)F)O[Si](C(C)(C)C)(C)C)[C@H]1[C@@H](C[C@@H]([C@@H]1CCCCCCC(=O)O)O)O
• Canonical SMILES: CCCCC(C(O[Si](C(C)(C)C)(C)C)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1CCCCCCC(=O)O)O)(F)F
• InChI: InChI=1S/C26H50F2O5Si/c1-7-8-17-26(27,28)23(33-34(5,6)25(2,3)4)16-15-20-19(21(29)18-22(20)30)13-11-9-10-12-14-24(31)32/h19-23,29-30H,7-18H2,1-6H3,(H,31,32)/t19-,20-,21+,22-,23?/m1/s1
• InChIKey: LIPONQAUUSXPAR-HZQGQDIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R,5S)-2-{3-[(tert-butyldimethylsilyl)oxy]-4,4-difluorooctyl}-3,5-dihydroxycyclopentyl]heptanoic acid
• IUPAC Traditional name: 7-[(1R,2R,3R,5S)-2-{3-[(tert-butyldimethylsilyl)oxy]-4,4-difluorooctyl}-3,5-dihydroxycyclopentyl]heptanoic acid
• Synonyms: 7-[3,5-Hydroxy-2-(3-O-tertbutyldimethylsilyl-4-difluoro)octane] Heptanoic Acid

Database IDs

• PubChem SID: 164227233
• PubChem CID: 71749349

CALCULATED PROPERTIES

• Acid pKa: 4.356313
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.5069456
• LogD (pH = 7.4): 2.7255049
• Log P: 5.6795
• Molar Refractivity: 128.417 cm^3
• Polarizability: 52.72555 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-white Waxy Solid

DETAILS

Toronto Research Chemicals - H954400

Intermediate in the synthesis of Hydroxy Lubiprostone (H943892).