2-(5-ethylpyridin-2-yl)ethyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 168731
• Molecular Formular: C16H19NO3S
• Molecular Mass: 305.39196
• Monoisotopic Mass: 305.10856447
• SMILES: c1cc(ncc1CC)CCOS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: CCc1ccc(nc1)CCOS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C16H19NO3S/c1-3-14-6-7-15(17-12-14)10-11-20-21(18,19)16-8-4-13(2)5-9-16/h4-9,12H,3,10-11H2,1-2H3
• InChIKey: XOKOJAMQAAPMRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-ethylpyridin-2-yl)ethyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: 2-(5-ethylpyridin-2-yl)ethyl 4-methylbenzenesulfonate
• Synonyms: 5-Ethyl-2-pyridineethanol 2-(4-Methylbenzenesulfonate); 2-(5-Ethyl-2-pyridyl)ethyl Tosylate; Toluene-4-sulfonic Acid 2-(5-Ethylpyridin-2-yl)ethyl Ester; 5-Ethyl-2-pyridineethanol Tosylate

Database IDs

• CAS Number: 144809-27-8
• PubChem SID: 162262863
• PubChem CID: 11266734

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.720247
• LogD (pH = 7.4): 3.827244
• Log P: 3.82881
• Molar Refractivity: 82.4791 cm^3
• Polarizability: 32.897915 Å^3
• Polar Surface Area: 56.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - E925555

Intermediate in the preparation of Pioglitazone (P471000) impurities.

REFERENCES

• Kitajima, H., et al.: Bioorg. Med. Chem. Lett., 10, 2453 (2000)
• Radhakrishna, T., et al.: J. Pharm. Biomed. Anal., 29, 593 (2000)