(3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-bis[(tert-butyldimethylsilyl)oxy]heptanoic acid

• ChemBase ID: 162225
• Molecular Formular: C37H68O6Si2
• Molecular Mass: 665.10322
• Monoisotopic Mass: 664.45544296
• SMILES: [C@@H]1(C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[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)OC(=O)C(CC)(C)C
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@@H](O[Si](C(C)(C)C)(C)C)C[C@@H](O[Si](C(C)(C)C)(C)C)CC(=O)O)[C@H](C=C2)C)(C)C
• InChI: InChI=1S/C37H68O6Si2/c1-16-37(10,11)34(40)41-31-22-25(2)21-27-18-17-26(3)30(33(27)31)20-19-28(42-44(12,13)35(4,5)6)23-29(24-32(38)39)43-45(14,15)36(7,8)9/h17-18,21,25-26,28-31,33H,16,19-20,22-24H2,1-15H3,(H,38,39)/t25-,26-,28+,29+,30-,31-,33-/m0/s1
• InChIKey: BPGJURCSNNEWPC-KJKJJRJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-bis[(tert-butyldimethylsilyl)oxy]heptanoic acid
• IUPAC Traditional name: (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-bis[(tert-butyldimethylsilyl)oxy]heptanoic acid
• Synonyms: 3,5-Bis(tert-butyldimethylsilyl) Simvastatin Hydroxy Acid

Database IDs

• CAS Number: 1094101-38-8
• PubChem SID: 162256360
• PubChem CID: 46783566

CALCULATED PROPERTIES

• Acid pKa: 4.520355
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 8.240535
• LogD (pH = 7.4): 6.4460893
• Log P: 9.2626
• Molar Refractivity: 180.8718 cm^3
• Polarizability: 75.457344 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B416100

Intermediate in the preparation of Simvastatin