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

• ChemBase ID: 163261
• Molecular Formular: C31H54O6Si
• Molecular Mass: 550.84236
• Monoisotopic Mass: 550.36896598
• SMILES: [C@@H]1(C[C@H](C[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)C)OC(=O)C(CC)(C)C
• Canonical SMILES: CCC(C(=O)O[C@H]1C[C@@H](C)C[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)(C)C
• InChI: InChI=1S/C31H54O6Si/c1-11-30(7,8)28(33)36-25-16-20(2)19-31(34)15-14-21(3)24(27(25)31)13-12-22-17-23(18-26(32)35-22)37-38(9,10)29(4,5)6/h14-15,20-25,27,34H,11-13,16-19H2,1-10H3/t20-,21+,22-,23-,24+,25+,27+,31-/m1/s1
• InChIKey: PNTVVZJLRPNFKC-OMHVBIQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-4a-hydroxy-3,7-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl 2,2-dimethylbutanoate
• IUPAC Traditional name: (1S,3R,4aS,7S,8S,8aS)-8-{2-[(2R,4R)-4-[(tert-butyldimethylsilyl)oxy]-6-oxooxan-2-yl]ethyl}-4a-hydroxy-3,7-dimethyl-2,3,4,7,8,8a-hexahydro-1H-naphthalen-1-yl 2,2-dimethylbutanoate
• Synonyms: 2,2-Dimethyl-butanoic Acid [1S-[1α,3α,4aα,7β,8β(2S*,4S*),8aβ]]-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-4a'-hydroxy Simvastatin

Database IDs

• CAS Number: 125142-16-7
• PubChem SID: 162257396
• PubChem CID: 10007741

CALCULATED PROPERTIES

• Acid pKa: 14.077341
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.0848
• LogD (pH = 7.4): 6.0848
• Log P: 6.0848
• Molar Refractivity: 148.1108 cm^3
• Polarizability: 61.175163 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
• Apperance: White Solid
• Melting Point: 88-92°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B691360

Intermediate for the Simvastatin hydroxymethyl metabolite preparation.