(1S,3R,4S,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-4-chloro-4a-hydroxy-3,7-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl 2,2-dimethylbutanoate

• ChemBase ID: 163326
• Molecular Formular: C31H53ClO6Si
• Molecular Mass: 585.28742
• Monoisotopic Mass: 584.32999363
• SMILES: [C@@H]1(C[C@H]([C@@H]([C@]2([C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]1C[C@H](CC(=O)O1)O[Si](C(C)(C)C)(C)C)O)Cl)C)OC(=O)C(CC)(C)C
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)[C@@H]([C@]2([C@H]1[C@@H](CC[C@@H]1C[C@H](CC(=O)O1)O[Si](C(C)(C)C)(C)C)[C@@H](C)C=C2)O)Cl)(C)C
• InChI: InChI=1S/C31H53ClO6Si/c1-11-30(7,8)28(34)37-24-16-20(3)27(32)31(35)15-14-19(2)23(26(24)31)13-12-21-17-22(18-25(33)36-21)38-39(9,10)29(4,5)6/h14-15,19-24,26-27,35H,11-13,16-18H2,1-10H3/t19-,20+,21+,22+,23-,24-,26-,27-,31-/m0/s1
• InChIKey: DUYDNPDLGLCXCC-FSYOVWAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4S,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-4-chloro-4a-hydroxy-3,7-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,4S,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-4-chloro-4a-hydroxy-3,7-dimethyl-2,3,4,7,8,8a-hexahydro-1H-naphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 2,2-Dimethylbutanoic Acid [1S-[1α,3α,4β,4aα,7β,8β(2S*,4S*)]]-4-Chloro-8-[2-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-oxo-2H-pyran-2-yl]ethyl]-1,2,3,4,4a,7,8,8a-octahydro-4a-hydroxy-3,7-dimethyl-1-naphthalenyl Ester; 4-tert-Butyldimethylsilyl-5'-chloro-4a'-hydroxy Simvastatin

Database IDs

• CAS Number: 123852-10-8
• PubChem SID: 162257461
• PubChem CID: 10371094

CALCULATED PROPERTIES

• Acid pKa: 13.164594
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.535
• LogD (pH = 7.4): 6.5349994
• Log P: 6.535
• Molar Refractivity: 152.4463 cm^3
• Polarizability: 63.0146 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 49-51°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B691170

Intermediate for the preparation of Simvastatin analogs as HMG-CoA reductase inhibitors.