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

• ChemBase ID: 151670
• Molecular Formular: C40H47FN2O5
• Molecular Mass: 654.8099832
• Monoisotopic Mass: 654.34690083
• SMILES: CC(C)c1c(c(c(n1CC[C@@H]1C[C@@H](OC(O1)(C)C)CC(=O)OC(C)(C)C)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1
• Canonical SMILES: O=C(OC(C)(C)C)C[C@H]1C[C@@H](CCn2c(C(C)C)c(c(c2c2ccc(cc2)F)c2ccccc2)C(=O)Nc2ccccc2)OC(O1)(C)C
• InChI: InChI=1S/C40H47FN2O5/c1-26(2)36-35(38(45)42-30-16-12-9-13-17-30)34(27-14-10-8-11-15-27)37(28-18-20-29(41)21-19-28)43(36)23-22-31-24-32(47-40(6,7)46-31)25-33(44)48-39(3,4)5/h8-21,26,31-32H,22-25H2,1-7H3,(H,42,45)/t31-,32-/m1/s1
• InChIKey: NPPZOMYSGNZDKY-ROJLCIKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-[(4R,6R)-6-{2-[2-(4-fluorophenyl)-3-phenyl-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-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• Synonyms: Atorvastatin Acetonide tert-Butyl Ester; (4R,6R)-6-[2-[2-(4-Fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid 1,1-dimethylethyl ester; tert-Butyl 2-[(4R,6R)-6-[2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate; tert-Butyl (4R,6R)-6-[2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1-pyrrolyl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate; (4R,6R)-1,3-二氧杂环己烷-4-乙酸 6-[2-[2-(4-氟苯基)-5-(1-甲基乙基)-3-苯基-4-[(苯氨基)羰基]-1H-吡咯-1-基]乙基]-2,2-二甲基-1,1-二甲基乙酯

Database IDs

• CAS Number: 125971-95-1
• MDL Number: MFCD04039904
• PubChem SID: 24880596; 162245820
• PubChem CID: 10168503

CALCULATED PROPERTIES

• Acid pKa: 11.82486
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 8.289425
• LogD (pH = 7.4): 8.28941
• Log P: 8.289425
• Molar Refractivity: 188.9801 cm^3
• Polarizability: 74.76805 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: White Solid
• Melting Point: 144-148 °C(lit.); 145-147°C
• Optical Rotation: [α]20/D +6.5°, c = 1 in chloroform

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C40H47FN2O5

DETAILS

Sigma Aldrich - 570826

Packaging
1 g in glass bottle

Toronto Research Chemicals - A791745

Atorvastatin intermediate.

REFERENCES

• Winters, R., et al.: J. Med. Chem., 36, 1735 (1993)
• Bowers, et al.: J. Org. Chem., 63, 4570 (1993)
• Hagmann, W., et al.: Bioorg. Med. Lett., 10(1993)
• 1975 (1993)