tert-butyl (3R,5R)-6-cyano-3,5-dihydroxyhexanoate

• ChemBase ID: 165064
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: C([C@H](C[C@H](CC(=O)OC(C)(C)C)O)O)C#N
• Canonical SMILES: N#CC[C@H](C[C@H](CC(=O)OC(C)(C)C)O)O
• InChI: InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)7-9(14)6-8(13)4-5-12/h8-9,13-14H,4,6-7H2,1-3H3/t8-,9-/m1/s1
• InChIKey: NQTYMGFSEOSJKM-RKDXNWHRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 125971-93-9
• PubChem SID: 162259197
• PubChem CID: 11064222

CALCULATED PROPERTIES

• Acid pKa: 14.36745
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.34139055
• LogD (pH = 7.4): -0.34139058
• Log P: -0.34139055
• Molar Refractivity: 57.8814 cm^3
• Polarizability: 22.910402 Å^3
• Polar Surface Area: 90.55 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow to Orange Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C955901

Intermediate in the production of Atorvastatin.

REFERENCES

• Hamada, Y., et al.: Chem. Pharm. Bull., 30, 1921 (1982)