3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl (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]heptanoate

• ChemBase ID: 162228
• Molecular Formular: C42H70N4O6Si2
• Molecular Mass: 783.1994
• Monoisotopic Mass: 782.48338904
• 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)On1c2c(nn1)cccn2)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)On1nnc3c1nccc3)[C@H](C=C2)C)(C)C
• InChI: InChI=1S/C42H70N4O6Si2/c1-16-42(10,11)39(48)49-35-25-28(2)24-30-20-19-29(3)33(37(30)35)22-21-31(51-53(12,13)40(4,5)6)26-32(52-54(14,15)41(7,8)9)27-36(47)50-46-38-34(44-45-46)18-17-23-43-38/h17-20,23-24,28-29,31-33,35,37H,16,21-22,25-27H2,1-15H3/t28-,29-,31+,32+,33-,35-,37-/m0/s1
• InChIKey: JENQVTPDGXSWAX-ZLQOSCAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl (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]heptanoate
• IUPAC Traditional name: [1,2,3]triazolo[4,5-b]pyridin-3-yl (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]heptanoate
• Synonyms: 3,5-Bis(tert-butyldimethylsilyl) Simvastatin Hydroxy Acid 7-Azabenzotriazole Ester

Database IDs

• PubChem SID: 162256363
• PubChem CID: 71314052

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 9.5206995
• LogD (pH = 7.4): 9.5207
• Log P: 9.5207
• Molar Refractivity: 221.3173 cm^3
• Polarizability: 87.193726 Å^3
• Polar Surface Area: 114.66 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether; Ethyl Acetate

DETAILS

Toronto Research Chemicals - B416115

Intermediate in the preparation of Simvastatin