tert-butyl (5R)-6-cyano-5-hydroxy-3-oxohexanoate

• ChemBase ID: 165066
• Molecular Formular: C11H17NO4
• Molecular Mass: 227.25698
• Monoisotopic Mass: 227.11575803
• SMILES: C([C@H](CC(=O)CC(=O)OC(C)(C)C)O)C#N
• Canonical SMILES: N#CC[C@H](CC(=O)CC(=O)OC(C)(C)C)O
• InChI: InChI=1S/C11H17NO4/c1-11(2,3)16-10(15)7-9(14)6-8(13)4-5-12/h8,13H,4,6-7H2,1-3H3/t8-/m1/s1
• InChIKey: CCQZKUWBWPJBPY-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (5R)-6-cyano-5-hydroxy-3-oxohexanoate
• IUPAC Traditional name: tert-butyl (5R)-6-cyano-5-hydroxy-3-oxohexanoate
• Synonyms: R-tert-Butyl 6-Cyano-5-hydroxy-3-oxohexanoate; (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid 1,1-Dimethylethyl Ester; (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester

Database IDs

• CAS Number: 125988-01-4
• PubChem SID: 162259199
• PubChem CID: 9794547

CALCULATED PROPERTIES

• Acid pKa: 9.9203205
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.68415546
• LogD (pH = 7.4): 0.6828642
• Log P: 0.45083863
• Molar Refractivity: 56.9487 cm^3
• Polarizability: 22.372423 Å^3
• Polar Surface Area: 87.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - C956100

Intermediate in the preparation of Atorvastatin 10-Trans (Atorvastatin Impurity AT10)

REFERENCES

• Zelinski, T., et al.: J. Biotechnol., 33, 283 (1994)
• Manjon, A., et al.: Biotechnol. Lett., 24, 1227 (1994)