(2R)-1-[(3aS,8aR)-2,2-dimethyl-2H,3H,3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-3-yl]-2-[(2S)-oxiran-2-ylmethyl]-3-phenylpropan-1-one

• ChemBase ID: 161520
• Molecular Formular: C24H27NO3
• Molecular Mass: 377.47608
• Monoisotopic Mass: 377.19909373
• SMILES: c1cc(ccc1)C[C@H](C[C@@H]1OC1)C(=O)N1[C@@H]2[C@H](OC1(C)C)Cc1c2cccc1
• Canonical SMILES: O=C(N1[C@@H]2[C@H](OC1(C)C)Cc1c2cccc1)[C@H](Cc1ccccc1)C[C@H]1CO1
• InChI: InChI=1S/C24H27NO3/c1-24(2)25(22-20-11-7-6-10-17(20)14-21(22)28-24)23(26)18(13-19-15-27-19)12-16-8-4-3-5-9-16/h3-11,18-19,21-22H,12-15H2,1-2H3/t18-,19+,21-,22+/m1/s1
• InChIKey: WLQFCUPIQRHKFS-KIZRIRGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(3aS,8aR)-2,2-dimethyl-2H,3H,3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-3-yl]-2-[(2S)-oxiran-2-ylmethyl]-3-phenylpropan-1-one
• IUPAC Traditional name: (2R)-1-[(3aS,8aR)-2,2-dimethyl-3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-3-yl]-2-[(2S)-oxiran-2-ylmethyl]-3-phenylpropan-1-one
• Synonyms: [3aS-[3[S*(R*)],3aα,8aα]]-3,3a,8,8a-Tetrahydro-2,2-dimethyl-3-[2-(oxiranylmethyl)-1-oxo-3-phenylpropyl]-2H-indeno[1,2-d]oxazole; 2-Benzyl-1-(2,2-dimethyl-8,8α-dihydro-3α,H-indeno[1,2-d]oxazol-3yl)-3-oxiranyl-propan-1-one

Database IDs

• CAS Number: 158512-24-4
• PubChem SID: 162255655
• PubChem CID: 9907740

CALCULATED PROPERTIES

• LogD (pH = 7.4): 4.031309
• Log P: 4.031309
• Molar Refractivity: 108.1495 cm^3
• Polarizability: 42.422707 Å^3
• Polar Surface Area: 42.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.0313087

DETAILS

Toronto Research Chemicals - B276235

An intermediate in the synthesis of Indinavir.