3-tert-butyl-5-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]-1,3-oxazolidin-2-one

• ChemBase ID: 163441
• Molecular Formular: C17H21NO4
• Molecular Mass: 303.35294
• Monoisotopic Mass: 303.14705816
• SMILES: c1(cccc2c1oc(c2)C1CN(C(=O)O1)C(C)(C)C)C(O)C
• Canonical SMILES: O=C1OC(CN1C(C)(C)C)c1cc2c(o1)c(ccc2)C(O)C
• InChI: InChI=1S/C17H21NO4/c1-10(19)12-7-5-6-11-8-13(21-15(11)12)14-9-18(16(20)22-14)17(2,3)4/h5-8,10,14,19H,9H2,1-4H3
• InChIKey: NSCGUYORSXNXSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-tert-butyl-5-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: 3-tert-butyl-5-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]-1,3-oxazolidin-2-one
• Synonyms: 3-(1,1-Dimethylethyl)-5-[7-(1-hydroxyethyl)-2-benzofuranyl]-2-oxazolidinone; 3-tert-Butyl-5-[7-(hydroxyethyl)-2-benzofuranyl]-2-oxazolidinone(Mixture of Diastereomers)

Database IDs

• CAS Number: 1076199-70-6
• PubChem SID: 162257576
• PubChem CID: 13500978

CALCULATED PROPERTIES

• Acid pKa: 14.705234
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.4313796
• LogD (pH = 7.4): 2.4313796
• Log P: 2.4313796
• Molar Refractivity: 81.9556 cm^3
• Polarizability: 33.059044 Å^3
• Polar Surface Area: 62.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - B691990

An intermediate in the synthesis of a metabolite of Bufuralol, a β-adrenergic blocker with peripheral vasodilating activity.

REFERENCES

• Machin, P.J., et al.: J. Med. Chem., 28, 1648 (1985)