(3S,5R,6E)-3,5-bis[(tert-butyldimethylsilyl)oxy]-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]hept-6-enoic acid

• ChemBase ID: 167004
• Molecular Formular: C34H56FN3O6SSi2
• Molecular Mass: 710.0593432
• Monoisotopic Mass: 709.34123881
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/[C@@H](C[C@@H](CC(=O)O)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: OC(=O)C[C@@H](O[Si](C(C)(C)C)(C)C)C[C@@H](O[Si](C(C)(C)C)(C)C)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C
• InChI: InChI=1S/C34H56FN3O6SSi2/c1-23(2)30-28(31(24-15-17-25(35)18-16-24)37-32(36-30)38(9)45(10,41)42)20-19-26(43-46(11,12)33(3,4)5)21-27(22-29(39)40)44-47(13,14)34(6,7)8/h15-20,23,26-27H,21-22H2,1-14H3,(H,39,40)/b20-19+/t26-,27-/m0/s1
• InChIKey: XAOQVMRJPZGRCX-PDLUNHRISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R,6E)-3,5-bis[(tert-butyldimethylsilyl)oxy]-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]hept-6-enoic acid
• IUPAC Traditional name: (3S,5R,6E)-3,5-bis[(tert-butyldimethylsilyl)oxy]-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]hept-6-enoic acid
• Synonyms: (3R,5S,6E)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-6-heptenoic Acid; 3,5-Di(tert-butyldimethylsilyl) Rosuvastatin

Database IDs

• CAS Number: 1353050-10-8
• PubChem SID: 162261137
• PubChem CID: 71315953

CALCULATED PROPERTIES

• Acid pKa: 4.4049726
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 6.6489344
• LogD (pH = 7.4): 4.862308
• Log P: 7.7764
• Molar Refractivity: 181.1345 cm^3
• Polarizability: 76.179054 Å^3
• Polar Surface Area: 118.92 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol

DETAILS

Toronto Research Chemicals - D429420

Intermediate in the preparation of Rosuvastatin metabolites.