tert-butyl 2-[(4R,6R)-6-{2-[2,3-diphenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate

• ChemBase ID: 165572
• Molecular Formular: C40H48N2O5
• Molecular Mass: 636.81952
• Monoisotopic Mass: 636.35632265
• SMILES: c1(c(c(n(c1C(C)C)CC[C@@H]1C[C@H](CC(=O)OC(C)(C)C)OC(O1)(C)C)c1ccccc1)c1ccccc1)C(=O)Nc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)C[C@H]1C[C@@H](CCn2c(C(C)C)c(c(c2c2ccccc2)c2ccccc2)C(=O)Nc2ccccc2)OC(O1)(C)C
• InChI: InChI=1S/C40H48N2O5/c1-27(2)36-35(38(44)41-30-21-15-10-16-22-30)34(28-17-11-8-12-18-28)37(29-19-13-9-14-20-29)42(36)24-23-31-25-32(46-40(6,7)45-31)26-33(43)47-39(3,4)5/h8-22,27,31-32H,23-26H2,1-7H3,(H,41,44)/t31-,32-/m1/s1
• InChIKey: UPDCRTVBGYCHGP-ROJLCIKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-[(4R,6R)-6-{2-[2,3-diphenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• IUPAC Traditional name: tert-butyl 2-[(4R,6R)-6-{2-[2-isopropyl-4,5-diphenyl-3-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• Synonyms: (4R,6R)-2,2-Dimethyl-6-[2-[2-(1-methylethyl)-4,5-diphenyl-3-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-1,3-dioxane-4-acetic Acid 1,1-Dimethylethyl Ester; Defluoro Atorvastatin Acetonide tert-Butyl Ester

Database IDs

• CAS Number: 1105067-91-1
• PubChem SID: 162259705
• PubChem CID: 46780575

CALCULATED PROPERTIES

• Acid pKa: 11.824043
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 8.146723
• LogD (pH = 7.4): 8.146708
• Log P: 8.146723
• Molar Refractivity: 188.7637 cm^3
• Polarizability: 75.16847 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D229000

An intermediate in the preparation of Atorvastatin impurities

REFERENCES

• Graul, A., et al.: Drugs Future, 22, 956 (1997)