(3R,7aS)-3-phenyl-1H,3H,5H,7aH-pyrrolo[1,2-c][1,3]oxazol-5-one

• ChemBase ID: 167741
• Molecular Formular: C12H11NO2
• Molecular Mass: 201.22124
• Monoisotopic Mass: 201.0789786
• SMILES: [C@@H]12N([C@H](OC1)c1ccccc1)C(=O)C=C2
• Canonical SMILES: O=C1C=C[C@@H]2N1[C@H](OC2)c1ccccc1
• InChI: InChI=1S/C12H11NO2/c14-11-7-6-10-8-15-12(13(10)11)9-4-2-1-3-5-9/h1-7,10,12H,8H2/t10-,12+/m0/s1
• InChIKey: GYAPIMIROZBAGG-CMPLNLGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,7aS)-3-phenyl-1H,3H,5H,7aH-pyrrolo[1,2-c][1,3]oxazol-5-one
• IUPAC Traditional name: (3R,7aS)-3-phenyl-1H,3H,7aH-pyrrolo[1,2-c][1,3]oxazol-5-one
• Synonyms: (3R,7aS)-1,7a-Dihydro-3-phenyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one; (3R,7aS)-3-Phenyl-1,7a-dihydro-5H-pyrrolo[1,2-c][1,3]oxazol-5-one; (3R,7aS)-1,7a-Dihydro-3-phenyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one; (3R,7aS)-3-phenyl-1,7a-dihydro-5H-pyrrolo[1,2-c][1,3]oxazol-5-one

Database IDs

• CAS Number: 134107-65-6
• MDL Number: MFCD09802039
• PubChem SID: 162261874
• PubChem CID: 10998049

CALCULATED PROPERTIES

• Acid pKa: 8.399146
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6888576
• LogD (pH = 7.4): 1.6479574
• Log P: 1.6894156
• Molar Refractivity: 56.1888 cm^3
• Polarizability: 21.570894 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 86 - 88°C
• Hydrophobicity(logP): 1.108

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - D449950

Used in the preparation of Boceprevir (B674500) and its analogs.