ethyl (4R,5R)-5-(4-methanesulfonylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

• ChemBase ID: 167653
• Molecular Formular: C19H19NO5S
• Molecular Mass: 373.42286
• Monoisotopic Mass: 373.09839371
• SMILES: C1(=N[C@H]([C@H](O1)c1ccc(cc1)S(=O)(=O)C)C(=O)OCC)c1ccccc1
• Canonical SMILES: CCOC(=O)[C@@H]1N=C(O[C@@H]1c1ccc(cc1)S(=O)(=O)C)c1ccccc1
• InChI: InChI=1S/C19H19NO5S/c1-3-24-19(21)16-17(13-9-11-15(12-10-13)26(2,22)23)25-18(20-16)14-7-5-4-6-8-14/h4-12,16-17H,3H2,1-2H3/t16-,17-/m1/s1
• InChIKey: HGWMUZLWLRDZKY-IAGOWNOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (4R,5R)-5-(4-methanesulfonylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate
• IUPAC Traditional name: ethyl (4R,5R)-5-(4-methanesulfonylphenyl)-2-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate
• Synonyms: (4R-cis)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester; Ethyl (4R,5R)-D-erythro-4,5-Dihydro-5-(4-methylsulfonylphenyl)-2-phenyl-4-oxazolecarboxylate; (4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 139059-00-0
• PubChem SID: 162261786
• PubChem CID: 46781315

CALCULATED PROPERTIES

• Acid pKa: 19.458258
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.6256583
• LogD (pH = 7.4): 2.625659
• Log P: 2.625659
• Molar Refractivity: 96.971 cm^3
• Polarizability: 38.405396 Å^3
• Polar Surface Area: 82.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D449225

Intermediate in the preparation of Florfenicol.