(2R)-2-[(R)-2-ethoxyphenoxy(phenyl)methyl]oxirane

• ChemBase ID: 168365
• Molecular Formular: C17H18O3
• Molecular Mass: 270.32302
• Monoisotopic Mass: 270.12559444
• SMILES: c1(ccccc1OCC)O[C@@H]([C@@H]1OC1)c1ccccc1
• Canonical SMILES: CCOc1ccccc1O[C@H](c1ccccc1)[C@@H]1OC1
• InChI: InChI=1S/C17H18O3/c1-2-18-14-10-6-7-11-15(14)20-17(16-12-19-16)13-8-4-3-5-9-13/h3-11,16-17H,2,12H2,1H3/t16-,17-/m1/s1
• InChIKey: ZQYWPQIIGBBDNY-IAGOWNOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(R)-2-ethoxyphenoxy(phenyl)methyl]oxirane
• IUPAC Traditional name: (2R)-2-[(R)-2-ethoxyphenoxy(phenyl)methyl]oxirane
• Synonyms: (2R)-rel-2-[(R)-(2-Ethoxyphenoxy)phenylmethyl]oxirane; (R*,R*)-(+/-)-[(2-Ethoxyphenoxy)phenylmethyl]oxirane; (2RS,3RS)-3-(2-Ethoxyphenoxy)-3-phenylpropene-1,2-epoxide

Database IDs

• CAS Number: 98769-72-3
• PubChem SID: 162262497
• PubChem CID: 71316530

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.640218
• LogD (pH = 7.4): 3.640218
• Log P: 3.640218
• Molar Refractivity: 76.7605 cm^3
• Polarizability: 30.444017 Å^3
• Polar Surface Area: 30.99 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Syrup

DETAILS

Toronto Research Chemicals - E892695

An intermediate in the synthesis of Reboxetine (R142000).

REFERENCES

• Melloni, P., et al.: Tetrahedron, 41, 1393 (1985)